NP-MRD: Showing NP-Card for pustuline (NP0032185)

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Record Information

Version

1.0

Created at

2021-06-19 23:03:28 UTC

Updated at

2021-06-30 00:01:13 UTC

NP-MRD ID

NP0032185

Secondary Accession Numbers

None

Natural Product Identification

Common Name

pustuline

Provided By

JEOL Database JEOL Logo

Description

pustuline is found in Heterophyllaea pustulata and Rennellia elliptica. It was first documented in 2006 (Montoya, S. C. N., et al.). Based on a literature review very few articles have been published on 3-hydroxy-2-methoxy-6-methyl-9,10-dihydroanthracene-9,10-dione.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202101033D          

 32 34  0  0  0  0            999 V2000
    3.1513   -2.7627   -1.3891 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9788   -3.0275   -2.1530 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8107   -2.4733   -1.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6627   -1.6778   -0.5646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6051   -1.1765   -0.2209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7200   -1.4690   -1.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5777   -2.2660   -2.1465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3194   -2.7560   -2.4764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2051   -3.5340   -3.5957 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0512   -0.9419   -0.6459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0302   -1.2000   -1.3358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1881   -0.0987    0.5589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4471    0.4073    0.9112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5955    1.2154    2.0466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9502    1.7279    2.4399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4747    1.4904    2.8391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2196    0.9869    2.4891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0764    0.1925    1.3456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7457   -0.3352    0.9850 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2338   -0.0801    1.6764 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3754   -1.6911   -1.3700 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9889   -3.2698   -1.8775 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0611   -3.1677   -0.3758 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5092   -1.4310    0.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4332   -2.5061   -2.7735 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7410   -3.7731   -3.6518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3150    0.1705    0.2962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8673    2.6784    2.9774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4528    0.9998    3.0838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5708    1.9080    1.5559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5712    2.1007    3.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3571    1.2148    3.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 12  1  0  0  0  0
  6  5  2  0  0  0  0
 12 18  2  0  0  0  0
  5  4  1  0  0  0  0
 17 16  2  0  0  0  0
  4  3  2  0  0  0  0
 18 17  1  0  0  0  0
  3  8  1  0  0  0  0
 16 14  1  0  0  0  0
  8  7  2  0  0  0  0
  7  6  1  0  0  0  0
 10 11  2  0  0  0  0
 12 10  1  0  0  0  0
 19 20  2  0  0  0  0
 18 19  1  0  0  0  0
  3  2  1  0  0  0  0
 19  5  1  0  0  0  0
  2  1  1  0  0  0  0
  6 10  1  0  0  0  0
  8  9  1  0  0  0  0
 14 13  2  0  0  0  0
 14 15  1  0  0  0  0
 17 32  1  0  0  0  0
 16 31  1  0  0  0  0
 13 27  1  0  0  0  0
  4 24  1  0  0  0  0
  7 25  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  9 26  1  0  0  0  0
 15 28  1  0  0  0  0
 15 29  1  0  0  0  0
 15 30  1  0  0  0  0
M  END

     RDKit          3D

 32 34  0  0  0  0  0  0  0  0999 V2000
    3.1513   -2.7627   -1.3891 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9788   -3.0275   -2.1530 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8107   -2.4733   -1.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6627   -1.6778   -0.5646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6051   -1.1765   -0.2209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7200   -1.4690   -1.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5777   -2.2660   -2.1465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3194   -2.7560   -2.4764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2051   -3.5340   -3.5957 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0512   -0.9419   -0.6459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0302   -1.2000   -1.3358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1881   -0.0987    0.5589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4471    0.4073    0.9112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5955    1.2154    2.0466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9502    1.7279    2.4399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4747    1.4904    2.8391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2196    0.9869    2.4891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0764    0.1925    1.3456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7457   -0.3352    0.9850 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2338   -0.0801    1.6764 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3754   -1.6911   -1.3700 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9889   -3.2698   -1.8775 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0611   -3.1677   -0.3758 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5092   -1.4310    0.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4332   -2.5061   -2.7735 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7410   -3.7731   -3.6518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3150    0.1705    0.2962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8673    2.6784    2.9774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4528    0.9998    3.0838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5708    1.9080    1.5559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5712    2.1007    3.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3571    1.2148    3.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 12  1  0
  6  5  2  0
 12 18  2  0
  5  4  1  0
 17 16  2  0
  4  3  2  0
 18 17  1  0
  3  8  1  0
 16 14  1  0
  8  7  2  0
  7  6  1  0
 10 11  2  0
 12 10  1  0
 19 20  2  0
 18 19  1  0
  3  2  1  0
 19  5  1  0
  2  1  1  0
  6 10  1  0
  8  9  1  0
 14 13  2  0
 14 15  1  0
 17 32  1  0
 16 31  1  0
 13 27  1  0
  4 24  1  0
  7 25  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  9 26  1  0
 15 28  1  0
 15 29  1  0
 15 30  1  0
M  END


  Mrv1652306202101033D          

 32 34  0  0  0  0            999 V2000
    3.1513   -2.7627   -1.3891 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9788   -3.0275   -2.1530 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8107   -2.4733   -1.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6627   -1.6778   -0.5646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6051   -1.1765   -0.2209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7200   -1.4690   -1.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5777   -2.2660   -2.1465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3194   -2.7560   -2.4764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2051   -3.5340   -3.5957 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0512   -0.9419   -0.6459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0302   -1.2000   -1.3358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1881   -0.0987    0.5589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4471    0.4073    0.9112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5955    1.2154    2.0466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9502    1.7279    2.4399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4747    1.4904    2.8391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2196    0.9869    2.4891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0764    0.1925    1.3456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7457   -0.3352    0.9850 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2338   -0.0801    1.6764 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3754   -1.6911   -1.3700 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9889   -3.2698   -1.8775 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0611   -3.1677   -0.3758 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5092   -1.4310    0.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4332   -2.5061   -2.7735 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7410   -3.7731   -3.6518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3150    0.1705    0.2962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8673    2.6784    2.9774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4528    0.9998    3.0838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5708    1.9080    1.5559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5712    2.1007    3.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3571    1.2148    3.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 12  1  0  0  0  0
  6  5  2  0  0  0  0
 12 18  2  0  0  0  0
  5  4  1  0  0  0  0
 17 16  2  0  0  0  0
  4  3  2  0  0  0  0
 18 17  1  0  0  0  0
  3  8  1  0  0  0  0
 16 14  1  0  0  0  0
  8  7  2  0  0  0  0
  7  6  1  0  0  0  0
 10 11  2  0  0  0  0
 12 10  1  0  0  0  0
 19 20  2  0  0  0  0
 18 19  1  0  0  0  0
  3  2  1  0  0  0  0
 19  5  1  0  0  0  0
  2  1  1  0  0  0  0
  6 10  1  0  0  0  0
  8  9  1  0  0  0  0
 14 13  2  0  0  0  0
 14 15  1  0  0  0  0
 17 32  1  0  0  0  0
 16 31  1  0  0  0  0
 13 27  1  0  0  0  0
  4 24  1  0  0  0  0
  7 25  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  9 26  1  0  0  0  0
 15 28  1  0  0  0  0
 15 29  1  0  0  0  0
 15 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0032185

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C16H12O4/c1-8-3-4-9-10(5-8)16(19)11-6-13(17)14(20-2)7-12(11)15(9)18/h3-7,17H,1-2H3

> <INCHI_KEY>
RANOPUOYYZZASD-UHFFFAOYSA-N

> <FORMULA>
C16H12O4

> <MOLECULAR_WEIGHT>
268.268

> <EXACT_MASS>
268.073558866

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
28.17746888671059

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-hydroxy-2-methoxy-6-methyl-9,10-dihydroanthracene-9,10-dione

> <ALOGPS_LOGP>
3.32

> <JCHEM_LOGP>
2.970890876666666

> <ALOGPS_LOGS>
-3.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.795265444762575

> <JCHEM_PKA_STRONGEST_BASIC>
-4.911424733980814

> <JCHEM_POLAR_SURFACE_AREA>
63.6

> <JCHEM_REFRACTIVITY>
74.63629999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.50e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxy-2-methoxy-6-methylanthracene-9,10-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 32 34  0  0  0  0  0  0  0  0999 V2000
    3.1513   -2.7627   -1.3891 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9788   -3.0275   -2.1530 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8107   -2.4733   -1.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6627   -1.6778   -0.5646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6051   -1.1765   -0.2209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7200   -1.4690   -1.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5777   -2.2660   -2.1465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3194   -2.7560   -2.4764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2051   -3.5340   -3.5957 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0512   -0.9419   -0.6459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0302   -1.2000   -1.3358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1881   -0.0987    0.5589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4471    0.4073    0.9112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5955    1.2154    2.0466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9502    1.7279    2.4399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4747    1.4904    2.8391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2196    0.9869    2.4891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0764    0.1925    1.3456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7457   -0.3352    0.9850 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2338   -0.0801    1.6764 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3754   -1.6911   -1.3700 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9889   -3.2698   -1.8775 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0611   -3.1677   -0.3758 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5092   -1.4310    0.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4332   -2.5061   -2.7735 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7410   -3.7731   -3.6518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3150    0.1705    0.2962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8673    2.6784    2.9774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4528    0.9998    3.0838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5708    1.9080    1.5559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5712    2.1007    3.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3571    1.2148    3.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 12  1  0
  6  5  2  0
 12 18  2  0
  5  4  1  0
 17 16  2  0
  4  3  2  0
 18 17  1  0
  3  8  1  0
 16 14  1  0
  8  7  2  0
  7  6  1  0
 10 11  2  0
 12 10  1  0
 19 20  2  0
 18 19  1  0
  3  2  1  0
 19  5  1  0
  2  1  1  0
  6 10  1  0
  8  9  1  0
 14 13  2  0
 14 15  1  0
 17 32  1  0
 16 31  1  0
 13 27  1  0
  4 24  1  0
  7 25  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  9 26  1  0
 15 28  1  0
 15 29  1  0
 15 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       3.151  -2.763  -1.389  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.979  -3.027  -2.153  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.811  -2.473  -1.699  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.663  -1.678  -0.565  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.605  -1.177  -0.221  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.720  -1.469  -1.008  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.578  -2.266  -2.147  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.319  -2.756  -2.476  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.205  -3.534  -3.596  0.00  0.00           O+0
HETATM   10  C   UNK     0      -3.051  -0.942  -0.646  0.00  0.00           C+0
HETATM   11  O   UNK     0      -4.030  -1.200  -1.336  0.00  0.00           O+0
HETATM   12  C   UNK     0      -3.188  -0.099   0.559  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.447   0.407   0.911  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.596   1.215   2.047  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.950   1.728   2.440  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.475   1.490   2.839  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.220   0.987   2.489  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.076   0.193   1.346  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.746  -0.335   0.985  0.00  0.00           C+0
HETATM   20  O   UNK     0       0.234  -0.080   1.676  0.00  0.00           O+0
HETATM   21  H   UNK     0       3.375  -1.691  -1.370  0.00  0.00           H+0
HETATM   22  H   UNK     0       3.989  -3.270  -1.878  0.00  0.00           H+0
HETATM   23  H   UNK     0       3.061  -3.168  -0.376  0.00  0.00           H+0
HETATM   24  H   UNK     0       1.509  -1.431   0.070  0.00  0.00           H+0
HETATM   25  H   UNK     0      -2.433  -2.506  -2.773  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.741  -3.773  -3.652  0.00  0.00           H+0
HETATM   27  H   UNK     0      -5.315   0.171   0.296  0.00  0.00           H+0
HETATM   28  H   UNK     0      -5.867   2.678   2.977  0.00  0.00           H+0
HETATM   29  H   UNK     0      -6.453   1.000   3.084  0.00  0.00           H+0
HETATM   30  H   UNK     0      -6.571   1.908   1.556  0.00  0.00           H+0
HETATM   31  H   UNK     0      -3.571   2.101   3.736  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.357   1.215   3.113  0.00  0.00           H+0
CONECT    1    2   21   22   23                                             
CONECT    2    3    1                                                       
CONECT    3    4    8    2                                                  
CONECT    4    5    3   24                                                  
CONECT    5    6    4   19                                                  
CONECT    6    5    7   10                                                  
CONECT    7    8    6   25                                                  
CONECT    8    3    7    9                                                  
CONECT    9    8   26                                                       
CONECT   10   11   12    6                                                  
CONECT   11   10                                                            
CONECT   12   13   18   10                                                  
CONECT   13   12   14   27                                                  
CONECT   14   16   13   15                                                  
CONECT   15   14   28   29   30                                             
CONECT   16   17   14   31                                                  
CONECT   17   16   18   32                                                  
CONECT   18   12   17   19                                                  
CONECT   19   20   18    5                                                  
CONECT   20   19                                                            
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    4                                                            
CONECT   25    7                                                            
CONECT   26    9                                                            
CONECT   27   13                                                            
CONECT   28   15                                                            
CONECT   29   15                                                            
CONECT   30   15                                                            
CONECT   31   16                                                            
CONECT   32   17                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

RDKit          3D

32 34  0  0  0  0  0  0  0  0999 V2000
    3.1513   -2.7627   -1.3891 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9788   -3.0275   -2.1530 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8107   -2.4733   -1.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6627   -1.6778   -0.5646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6051   -1.1765   -0.2209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7200   -1.4690   -1.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5777   -2.2660   -2.1465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3194   -2.7560   -2.4764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2051   -3.5340   -3.5957 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0512   -0.9419   -0.6459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0302   -1.2000   -1.3358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1881   -0.0987    0.5589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4471    0.4073    0.9112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5955    1.2154    2.0466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9502    1.7279    2.4399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4747    1.4904    2.8391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2196    0.9869    2.4891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0764    0.1925    1.3456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7457   -0.3352    0.9850 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2338   -0.0801    1.6764 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3754   -1.6911   -1.3700 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9889   -3.2698   -1.8775 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0611   -3.1677   -0.3758 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5092   -1.4310    0.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4332   -2.5061   -2.7735 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7410   -3.7731   -3.6518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3150    0.1705    0.2962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8673    2.6784    2.9774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4528    0.9998    3.0838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5708    1.9080    1.5559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5712    2.1007    3.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3571    1.2148    3.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 12  1  0
  6  5  2  0
 12 18  2  0
  5  4  1  0
 17 16  2  0
  4  3  2  0
 18 17  1  0
  3  8  1  0
 16 14  1  0
  8  7  2  0
  7  6  1  0
 10 11  2  0
 12 10  1  0
 19 20  2  0
 18 19  1  0
  3  2  1  0
 19  5  1  0
  2  1  1  0
  6 10  1  0
  8  9  1  0
 14 13  2  0
 14 15  1  0
 17 32  1  0
 16 31  1  0
 13 27  1  0
  4 24  1  0
  7 25  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  9 26  1  0
 15 28  1  0
 15 29  1  0
 15 30  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₁₂O₄

Average Mass

268.2680 Da

Monoisotopic Mass

268.07356 Da

IUPAC Name

3-hydroxy-2-methoxy-6-methyl-9,10-dihydroanthracene-9,10-dione

Traditional Name

3-hydroxy-2-methoxy-6-methylanthracene-9,10-dione

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C16H12O4/c1-8-3-4-9-10(5-8)16(19)11-6-13(17)14(20-2)7-12(11)15(9)18/h3-7,17H,1-2H3

InChI Key

RANOPUOYYZZASD-UHFFFAOYSA-N

Experimental Spectra

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

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Heterophyllaea pustulata	JEOL database	Montoya, S. C. N., et al, J. Nat. Prod. 69, 801 (2006)
Rennellia elliptica	LOTUS Database	35616633

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as hydroxyanthraquinones. These are compounds containing a hydroxyanthraquinone moiety, which consists of an anthracene bearing a quinone, and hydroxyl group.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Hydroxyanthraquinones

Alternative Parents

Substituents

Hydroxyanthraquinone
Aryl ketone
Phenol ether
Anisole
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Ketone
Ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	3.32	ALOGPS
logP	2.97	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	7.8	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.6 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	74.64 m³·mol⁻¹	ChemAxon
Polarizability	28.18 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

9761843

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11587079

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Montoya, S. C. N., et al. (2006). Montoya, S. C. N., et al, J. Nat. Prod. 69, 801 (2006) . J. Nat. Prod..

Showing NP-Card for pustuline (NP0032185)

MOL for NP0032185 (pustuline)

3D MOL for NP0032185 (pustuline)

3D SDF for NP0032185 (pustuline)

3D-SDF for NP0032185 (pustuline)

PDB for NP0032185 (pustuline)

3D PDB for NP0032185 (pustuline)

SMILES for NP0032185 (pustuline)

INCHI for NP0032185 (pustuline)

Structure for NP0032185 (pustuline)

3D Structure for NP0032185 (pustuline)