NP-MRD: Showing NP-Card for 2-Hydroxy-9-(4-hydroxy-3-methoxyphenyl)-1H-phenalen-1-one (NP0085932)

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Record Information

Version

2.0

Created at

2022-04-29 06:21:12 UTC

Updated at

2022-04-29 06:21:12 UTC

NP-MRD ID

NP0085932

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-Hydroxy-9-(4-hydroxy-3-methoxyphenyl)-1H-phenalen-1-one

Description

Musanolone F belongs to the class of organic compounds known as phenylnaphthalenes. Phenylnaphthalenes are compounds containing a phenylnaphthalene skeleton, which consists of a naphthalene bound to a phenyl group. Musanolone F is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Musanolone F has been detected, but not quantified in, fruits. 2-Hydroxy-9-(4-hydroxy-3-methoxyphenyl)-1H-phenalen-1-one is found in Anigozanthos preissii, Fusarium oxysporum f. sp. cubense, Musa acuminata and Wachendorfa thyrsiflora. This could make musanolone F a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 38 41  0  0  0  0  0  0  0  0999 V2000
   -4.6451   -0.9611   -1.6278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7832   -0.1379   -0.4896 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6641    0.1347    0.2829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4173   -0.3519    0.0058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3070   -0.0651    0.7957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0077   -0.6053    0.4381 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2210   -1.9905    0.5079 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4174   -2.5785    0.2443 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4797   -1.7762   -0.1149 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7265   -2.3218   -0.4030 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8101   -1.5581   -0.7721 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6339   -0.1751   -0.8569 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4045    0.3803   -0.5747 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3230   -0.4016   -0.2035 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0746    0.1576    0.0753 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9621    1.5898   -0.0433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1256    2.1681    0.1847 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1065    2.4354   -0.4375 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9312    3.7991   -0.5309 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2399    1.8210   -0.6785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5398    0.7436    1.8815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7880    1.2473    2.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8510    0.9454    1.3864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0961    1.4459    1.6836 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6184   -1.3120   -2.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0552   -1.8576   -1.3299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1327   -0.4366   -2.4740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2743   -0.9835   -0.8548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6244   -2.5950    0.7906 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6046   -3.6423    0.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8651   -3.4034   -0.3373 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7845   -1.9564   -0.9997 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4901    0.4182   -1.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6438    4.4739   -0.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0892    2.4235   -0.9681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7131    0.9969    2.5444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9475    1.8941    3.0593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2171    2.0351    2.4907 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 23  2  0
 23 24  1  0
 23 22  1  0
 22 21  2  0
 21  5  1  0
  5  4  2  0
  5  6  1  0
  6 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 18 20  2  0
 20 13  1  0
 13 12  2  0
 12 11  1  0
 11 10  2  0
 10  9  1  0
  9  8  1  0
  8  7  2  0
  9 14  2  0
  4  3  1  0
  7  6  1  0
 14 15  1  0
 14 13  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
 24 38  1  0
 22 37  1  0
 21 36  1  0
  4 28  1  0
 19 34  1  0
 20 35  1  0
 12 33  1  0
 11 32  1  0
 10 31  1  0
  8 30  1  0
  7 29  1  0
M  END


  Mrv0541 05061312402D          

 24 27  0  0  0  0            999 V2000
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  7  5  2  0  0  0  0
  8  6  2  0  0  0  0
 11  3  1  0  0  0  0
 11  5  1  0  0  0  0
 12  6  1  0  0  0  0
 12 10  2  0  0  0  0
 13  4  2  0  0  0  0
 13  9  1  0  0  0  0
 14  7  1  0  0  0  0
 14 12  1  0  0  0  0
 15  8  1  0  0  0  0
 16  9  2  0  0  0  0
 17 10  1  0  0  0  0
 17 15  2  0  0  0  0
 18 11  2  0  0  0  0
 18 13  1  0  0  0  0
 19 14  2  0  0  0  0
 19 18  1  0  0  0  0
 20 16  1  0  0  0  0
 20 19  1  0  0  0  0
 21 15  1  0  0  0  0
 22 16  1  0  0  0  0
 23 20  2  0  0  0  0
 24  1  1  0  0  0  0
 24 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0085932

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C=CC(=C1)C1=C2C(=O)C(O)=CC3=CC=CC(C=C1)=C23

> <INCHI_IDENTIFIER>
InChI=1S/C20H14O4/c1-24-17-10-12(6-8-15(17)21)14-7-5-11-3-2-4-13-9-16(22)20(23)19(14)18(11)13/h2-10,21-22H,1H3

> <INCHI_KEY>
GMSAUUARBZSDEJ-UHFFFAOYSA-N

> <FORMULA>
C20H14O4

> <MOLECULAR_WEIGHT>
318.3228

> <EXACT_MASS>
318.089208936

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
33.13724698281092

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-hydroxy-9-(4-hydroxy-3-methoxyphenyl)-1H-phenalen-1-one

> <ALOGPS_LOGP>
3.54

> <JCHEM_LOGP>
3.573887342999999

> <ALOGPS_LOGS>
-4.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.690700166465161

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.057314766576374

> <JCHEM_PKA_STRONGEST_BASIC>
-3.612360925334337

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
92.81689999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.72e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-hydroxy-9-(4-hydroxy-3-methoxyphenyl)phenalen-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      10.669  -7.700   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       8.002   0.000   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      10.669  -4.620   0.000  0.00  0.00           O+0
CONECT    1   24                                                            
CONECT    2    3    4                                                       
CONECT    3    2   11                                                       
CONECT    4    2   13                                                       
CONECT    5    7   11                                                       
CONECT    6    8   12                                                       
CONECT    7    5   14                                                       
CONECT    8    6   15                                                       
CONECT    9   13   16                                                       
CONECT   10   12   17                                                       
CONECT   11    3    5   18                                                  
CONECT   12    6   10   14                                                  
CONECT   13    4    9   18                                                  
CONECT   14    7   12   19                                                  
CONECT   15    8   17   21                                                  
CONECT   16    9   20   22                                                  
CONECT   17   10   15   24                                                  
CONECT   18   11   13   19                                                  
CONECT   19   14   18   20                                                  
CONECT   20   16   19   23                                                  
CONECT   21   15                                                            
CONECT   22   16                                                            
CONECT   23   20                                                            
CONECT   24    1   17                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

View in JSmol

Synonyms

Value	Source
2-Hydroxy-9-(4-hydroxy-3-methoxyphenyl)-1H-phenalen-1-one	HMDB

Chemical Formula

C₂₀H₁₄O₄

Average Mass

318.3228 Da

Monoisotopic Mass

318.08921 Da

IUPAC Name

2-hydroxy-9-(4-hydroxy-3-methoxyphenyl)-1H-phenalen-1-one

Traditional Name

2-hydroxy-9-(4-hydroxy-3-methoxyphenyl)phenalen-1-one

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=CC(=C1)C1=C2C(=O)C(O)=CC3=CC=CC(C=C1)=C23

InChI Identifier

InChI=1S/C20H14O4/c1-24-17-10-12(6-8-15(17)21)14-7-5-11-3-2-4-13-9-16(22)20(23)19(14)18(11)13/h2-10,21-22H,1H3

InChI Key

GMSAUUARBZSDEJ-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Anigozanthos preissii	Plant	KNApSAcK
Fusarium oxysporum f. sp. cubense	Fungi	KNApSAcK
Musa acuminata	Plant	KNApSAcK
Wachendorfa thyrsiflora	-	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylnaphthalenes. Phenylnaphthalenes are compounds containing a phenylnaphthalene skeleton, which consists of a naphthalene bound to a phenyl group.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Phenylnaphthalene
Phenalen-1-one
Phenalen
Methoxyphenol
Anisole
Phenoxy compound
Phenol ether
Aryl ketone
Methoxybenzene
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Ketone
Ether
Enol
Organic oxygen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
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	3.54	ALOGPS
logP	3.57	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	9.06	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	92.82 m³·mol⁻¹	ChemAxon
Polarizability	33.14 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

HMDB0041451

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB021405

KNApSAcK ID

Not Available

Chemspider ID

8909640

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10734307

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 2-Hydroxy-9-(4-hydroxy-3-methoxyphenyl)-1H-phenalen-1-one (NP0085932)

MOL for NP0085932 (2-Hydroxy-9-(4-hydroxy-3-methoxyphenyl)-1H-phenalen-1-one)

3D MOL for NP0085932 (2-Hydroxy-9-(4-hydroxy-3-methoxyphenyl)-1H-phenalen-1-one)

3D SDF for NP0085932 (2-Hydroxy-9-(4-hydroxy-3-methoxyphenyl)-1H-phenalen-1-one)

3D-SDF for NP0085932 (2-Hydroxy-9-(4-hydroxy-3-methoxyphenyl)-1H-phenalen-1-one)

PDB for NP0085932 (2-Hydroxy-9-(4-hydroxy-3-methoxyphenyl)-1H-phenalen-1-one)

3D PDB for NP0085932 (2-Hydroxy-9-(4-hydroxy-3-methoxyphenyl)-1H-phenalen-1-one)

SMILES for NP0085932 (2-Hydroxy-9-(4-hydroxy-3-methoxyphenyl)-1H-phenalen-1-one)

INCHI for NP0085932 (2-Hydroxy-9-(4-hydroxy-3-methoxyphenyl)-1H-phenalen-1-one)

Structure for NP0085932 (2-Hydroxy-9-(4-hydroxy-3-methoxyphenyl)-1H-phenalen-1-one)

3D Structure for NP0085932 (2-Hydroxy-9-(4-hydroxy-3-methoxyphenyl)-1H-phenalen-1-one)