NP-MRD: Showing NP-Card for 6,7,3'-Trihydroxy-2',4'-dimethoxyisoflavene (NP0056788)

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Record Information

Version

2.0

Created at

2022-04-28 02:26:59 UTC

Updated at

2022-04-28 02:26:59 UTC

NP-MRD ID

NP0056788

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6,7,3'-Trihydroxy-2',4'-dimethoxyisoflavene

Description

6,7,3'-Trihydroxy-2',4'-dimethoxyisoflavene belongs to the class of organic compounds known as 3'-hydroxy,4'-methoxyisoflavonoids. These are isoflavonoids carrying a methoxy group attached to the C4' atom, as well as a hydroxyl group at the C3'-position of the isoflavonoid backbone. Thus, 6,7,3'-trihydroxy-2',4'-dimethoxyisoflavene is considered to be a flavonoid lipid molecule. 6,7,3'-Trihydroxy-2',4'-dimethoxyisoflavene is found in Baphia nitida . 6,7,3'-Trihydroxy-2',4'-dimethoxyisoflavene is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 39 41  0  0  0  0  0  0  0  0999 V2000
   -6.1746    0.9752    0.0428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3492   -0.1598   -0.1773 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9672   -0.0107   -0.1483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4007    1.2222    0.0909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0385    1.3479    0.1141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1450    0.2873   -0.0931 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2867    0.5305   -0.0424 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2198   -0.3297   -0.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6635   -0.0296   -0.3025 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5924   -0.9883   -0.6753 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9397   -0.7003   -0.6018 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8764   -1.6554   -0.9734 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3101    0.5496   -0.1534 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6779    0.8707   -0.0683 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4029    1.5120    0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0592    1.1957    0.1364 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    2.0900    0.4870 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7091    1.8752    0.4375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7487   -0.9211   -0.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0462   -2.0832   -0.5386 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7509   -2.9545    0.5823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1432   -1.0784   -0.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6922   -2.3235   -0.5970 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8806    1.8096   -0.6593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1119    1.3216    1.0835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2295    0.7401   -0.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0718    2.0513    0.2522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6320    2.3311    0.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9887   -1.3035   -0.7584 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2742   -1.9638   -1.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8544   -1.4056   -0.9052 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9937    1.7565    0.2482 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7034    2.4975    0.5736 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2855    2.6001   -0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2254    2.1310    1.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2187   -3.8249    0.1901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1346   -2.3255    1.2644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7248   -3.1755    1.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6729   -2.4620   -0.6238 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
  6 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  2  0
 22 23  1  0
 22  3  1  0
 18  7  1  0
 16  9  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  8 29  1  0
 10 30  1  0
 12 31  1  0
 14 32  1  0
 15 33  1  0
 18 34  1  0
 18 35  1  0
 21 36  1  0
 21 37  1  0
 21 38  1  0
 23 39  1  0
M  END


  Mrv1533004171518232D          

 23 25  0  0  0  0            999 V2000
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    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
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    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
    1.4289    0.0000    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    0.0000    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
    4.2868   -0.0000    0.0000 O   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
    4.2868   -1.6500    0.0000 O   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
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   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
   -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 O   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
   -1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
  9 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
  7 18  1  0  0  0  0
  6 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  2  0  0  0  0
  3 22  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0056788

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(C2=CC3=CC(O)=C(O)C=C3OC2)C(OC)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C17H16O6/c1-21-14-4-3-11(17(22-2)16(14)20)10-5-9-6-12(18)13(19)7-15(9)23-8-10/h3-7,18-20H,8H2,1-2H3

> <INCHI_KEY>
SSQZVXWYVVNXKO-UHFFFAOYSA-N

> <FORMULA>
C17H16O6

> <MOLECULAR_WEIGHT>
316.309

> <EXACT_MASS>
316.094688235

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
32.457242407867994

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(3-hydroxy-2,4-dimethoxyphenyl)-2H-chromene-6,7-diol

> <ALOGPS_LOGP>
2.25

> <JCHEM_LOGP>
2.466577606333334

> <ALOGPS_LOGS>
-3.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.141214059767963

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.51573203946967

> <JCHEM_PKA_STRONGEST_BASIC>
-4.422980351624231

> <JCHEM_POLAR_SURFACE_AREA>
88.38000000000001

> <JCHEM_REFRACTIVITY>
84.64050000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.47e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(3-hydroxy-2,4-dimethoxyphenyl)-2H-chromene-6,7-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   22                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   19                                                  
CONECT    7    6    8   18                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   16                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15    9   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17    7                                                       
CONECT   19    6   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   19    3   23                                                  
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₁₆O₆

Average Mass

316.3090 Da

Monoisotopic Mass

316.09469 Da

IUPAC Name

3-(3-hydroxy-2,4-dimethoxyphenyl)-2H-chromene-6,7-diol

Traditional Name

3-(3-hydroxy-2,4-dimethoxyphenyl)-2H-chromene-6,7-diol

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C2=CC3=CC(O)=C(O)C=C3OC2)C(OC)=C1O

InChI Identifier

InChI=1S/C17H16O6/c1-21-14-4-3-11(17(22-2)16(14)20)10-5-9-6-12(18)13(19)7-15(9)23-8-10/h3-7,18-20H,8H2,1-2H3

InChI Key

SSQZVXWYVVNXKO-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
Baphia nitida	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3'-hydroxy,4'-methoxyisoflavonoids. These are isoflavonoids carrying a methoxy group attached to the C4' atom, as well as a hydroxyl group at the C3'-position of the isoflavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

O-methylated isoflavonoids

Direct Parent

3'-hydroxy,4'-methoxyisoflavonoids

Alternative Parents

Substituents

3'-hydroxy,4'-methoxyisoflavonoid
2p-methoxyisoflavonoid-skeleton
Hydroxyisoflavonoid
Isoflav-3-ene skeleton
Methoxyphenol
Benzopyran
M-dimethoxybenzene
Dimethoxybenzene
1-benzopyran
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Oxacycle
Organoheterocyclic compound
Ether
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Isoflavans (LMPK12080068 )

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	2.25	ALOGPS
logP	2.47	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	8.52	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	88.38 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	84.64 m³·mol⁻¹	ChemAxon
Polarizability	32.46 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44257527

PDB ID

Not Available

ChEBI ID

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Good Scents ID

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References

General References

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Showing NP-Card for 6,7,3'-Trihydroxy-2',4'-dimethoxyisoflavene (NP0056788)

MOL for NP0056788 (6,7,3'-Trihydroxy-2',4'-dimethoxyisoflavene)

3D MOL for NP0056788 (6,7,3'-Trihydroxy-2',4'-dimethoxyisoflavene)

3D SDF for NP0056788 (6,7,3'-Trihydroxy-2',4'-dimethoxyisoflavene)

3D-SDF for NP0056788 (6,7,3'-Trihydroxy-2',4'-dimethoxyisoflavene)

PDB for NP0056788 (6,7,3'-Trihydroxy-2',4'-dimethoxyisoflavene)

3D PDB for NP0056788 (6,7,3'-Trihydroxy-2',4'-dimethoxyisoflavene)

SMILES for NP0056788 (6,7,3'-Trihydroxy-2',4'-dimethoxyisoflavene)

INCHI for NP0056788 (6,7,3'-Trihydroxy-2',4'-dimethoxyisoflavene)

Structure for NP0056788 (6,7,3'-Trihydroxy-2',4'-dimethoxyisoflavene)

3D Structure for NP0056788 (6,7,3'-Trihydroxy-2',4'-dimethoxyisoflavene)