NP-MRD: Showing NP-Card for 6,7-Dimethoxy-3',4'-(methylenedioxy)isoflavone (NP0056510)

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Record Information

Version

2.0

Created at

2022-04-28 02:16:23 UTC

Updated at

2022-04-28 02:16:23 UTC

NP-MRD ID

NP0056510

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6,7-Dimethoxy-3',4'-(methylenedioxy)isoflavone

Description

Fujikinetin methyl ether belongs to the class of organic compounds known as 7-o-methylisoflavones. These are isoflavones with methoxy groups attached to the C7 atom of the isoflavone backbone. Thus, fujikinetin methyl ether is considered to be a flavonoid lipid molecule. 6,7-Dimethoxy-3',4'-(methylenedioxy)isoflavone is found in Ateleia herbert-smithii, Cordia africana , Cordyla africana, Cordyla africana L. and Pterodon emarginatus Vogel. Fujikinetin methyl ether is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 38 41  0  0  0  0  0  0  0  0999 V2000
   -6.3535    0.7611   -0.5729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1197    0.4747   -0.4418 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8561    0.2922   -0.3368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9334    1.3397   -0.5724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6009    1.0632   -0.4396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7262    2.0468   -0.6602 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5540    1.8734   -0.5568 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0996    0.6641   -0.2128 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5438    0.4945   -0.1033 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1447   -0.6167   -0.6616 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5052   -0.7924   -0.5684 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2934    0.1242    0.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7059    1.2573    0.6488 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3386    1.4176    0.5458 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7621    1.9506    1.2021 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8960    1.1047    1.3435 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6739    0.1698    0.3007 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2431   -0.3843    0.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6555   -1.5366    0.3489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1250   -0.1843   -0.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0249   -1.1933    0.1383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3567   -0.9838    0.0232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2874   -1.9841    0.2463 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8164   -3.2704    0.6072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8582    0.2852   -1.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0004    0.3628    0.2956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6711    1.8557   -0.6142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3391    2.3070   -0.8465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1795    2.7582   -0.7623 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5533   -1.3798   -1.1883 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9248   -1.6968   -1.0321 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8959    2.3164    1.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8997    0.5559    2.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8390    1.6352    1.2012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6416   -2.1738    0.4146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6383   -3.9612    0.8638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1096   -3.2045    1.4756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2495   -3.7481   -0.2228 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 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 20 18  1  0
 18 19  2  0
 18  8  1  0
  8  7  2  0
  7  6  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 17  1  0
 17 16  1  0
 16 15  1  0
 15 13  1  0
 13 14  2  0
 22  3  1  0
 14  9  1  0
  6  5  1  0
 13 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
 21 35  1  0
 24 36  1  0
 24 37  1  0
 24 38  1  0
  7 29  1  0
 10 30  1  0
 11 31  1  0
 16 33  1  0
 16 34  1  0
 14 32  1  0
M  END


  Mrv1533004171514412D          

 24 27  0  0  0  0            999 V2000
    6.9246    8.1229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246    7.2979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    6.8854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    6.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    5.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    4.8229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    5.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    6.0604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    6.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    6.8854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    7.2979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    8.1229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    8.5354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    3.3305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    3.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    4.6654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    4.8229    0.0000 C   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  1  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
  9 11  1  0  0  0  0
  5 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  3 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  8 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 23  1  0  0  0  0
 23 24  2  0  0  0  0
 16 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0056510

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C(C=C1OC)C(=O)C(=CO2)C1=CC=C2OCOC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H14O6/c1-20-15-6-11-14(7-16(15)21-2)22-8-12(18(11)19)10-3-4-13-17(5-10)24-9-23-13/h3-8H,9H2,1-2H3

> <INCHI_KEY>
ABOSSEFROBUJKH-UHFFFAOYSA-N

> <FORMULA>
C18H14O6

> <MOLECULAR_WEIGHT>
326.304

> <EXACT_MASS>
326.079038171

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
33.40384101651019

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(2H-1,3-benzodioxol-5-yl)-6,7-dimethoxy-4H-chromen-4-one

> <ALOGPS_LOGP>
2.64

> <JCHEM_LOGP>
2.645459291

> <ALOGPS_LOGS>
-3.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.3224511979437965

> <JCHEM_POLAR_SURFACE_AREA>
63.22000000000001

> <JCHEM_REFRACTIVITY>
84.43350000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.78e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
fujikinetin methyl ether

> <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      12.926  15.163   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      12.926  13.623   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      11.592  12.853   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.592  11.313   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.259  10.543   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      10.259   9.003   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       8.925   8.233   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.591   9.003   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.591  10.543   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       6.258  11.313   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       8.925  11.313   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.925  12.853   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.259  13.623   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      10.259  15.163   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      11.592  15.933   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.258   8.233   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.258   6.693   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.924   5.923   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.590   6.693   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.126   6.217   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.220   7.463   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.126   8.709   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.590   8.233   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.924   9.003   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   13                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   16                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9    5   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12    3   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16    8   17   24                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   23                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   19   24                                                  
CONECT   24   23   16                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₄O₆

Average Mass

326.3040 Da

Monoisotopic Mass

326.07904 Da

IUPAC Name

3-(2H-1,3-benzodioxol-5-yl)-6,7-dimethoxy-4H-chromen-4-one

Traditional Name

fujikinetin methyl ether

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(C=C1OC)C(=O)C(=CO2)C1=CC=C2OCOC2=C1

InChI Identifier

InChI=1S/C18H14O6/c1-20-15-6-11-14(7-16(15)21-2)22-8-12(18(11)19)10-3-4-13-17(5-10)24-9-23-13/h3-8H,9H2,1-2H3

InChI Key

ABOSSEFROBUJKH-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
Ateleia herbert-smithii	Plant	KNApSAcK
Cordia africana	Plant	KNApSAcK
Cordyla africana	LOTUS Database	35616633
Cordyla africana L.	Plant	KNApSAcK
Pterodon emarginatus	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7-o-methylisoflavones. These are isoflavones with methoxy groups attached to the C7 atom of the isoflavone backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

O-methylated isoflavonoids

Direct Parent

7-O-methylisoflavones

Alternative Parents

Substituents

7-o-methylisoflavone
Isoflavone
Chromone
Benzopyran
1-benzopyran
Benzodioxole
Anisole
Alkyl aryl ether
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Acetal
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Isoflavonoids (LMPK12050114 )

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	2.64	ALOGPS
logP	2.65	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	63.22 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	84.43 m³·mol⁻¹	ChemAxon
Polarizability	33.4 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

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

15984086

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 6,7-Dimethoxy-3',4'-(methylenedioxy)isoflavone (NP0056510)

MOL for NP0056510 (6,7-Dimethoxy-3',4'-(methylenedioxy)isoflavone)

3D MOL for NP0056510 (6,7-Dimethoxy-3',4'-(methylenedioxy)isoflavone)

3D SDF for NP0056510 (6,7-Dimethoxy-3',4'-(methylenedioxy)isoflavone)

3D-SDF for NP0056510 (6,7-Dimethoxy-3',4'-(methylenedioxy)isoflavone)

PDB for NP0056510 (6,7-Dimethoxy-3',4'-(methylenedioxy)isoflavone)

3D PDB for NP0056510 (6,7-Dimethoxy-3',4'-(methylenedioxy)isoflavone)

SMILES for NP0056510 (6,7-Dimethoxy-3',4'-(methylenedioxy)isoflavone)

INCHI for NP0056510 (6,7-Dimethoxy-3',4'-(methylenedioxy)isoflavone)

Structure for NP0056510 (6,7-Dimethoxy-3',4'-(methylenedioxy)isoflavone)

3D Structure for NP0056510 (6,7-Dimethoxy-3',4'-(methylenedioxy)isoflavone)