NP-MRD: Showing NP-Card for 7,3'-Di-O-methylorobol (NP0138316)

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Record Information

Version

1.0

Created at

2022-05-31 17:54:55 UTC

Updated at

2022-05-31 17:54:55 UTC

NP-MRD ID

NP0138316

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7,3'-Di-O-methylorobol

Description

4',5-Dihydroxy-3',7-dimethoxyisoflavone, also known as 3',7-di-O-methylorobol, 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, 4',5-dihydroxy-3',7-dimethoxyisoflavone is considered to be a flavonoid lipid molecule. 4',5-Dihydroxy-3',7-dimethoxyisoflavone is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, 4',5-Dihydroxy-3',7-dimethoxyisoflavone has been detected, but not quantified in, green vegetables. This could make 4',5-dihydroxy-3',7-dimethoxyisoflavone a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 37 39  0  0  0  0  0  0  0  0999 V2000
    6.4993    0.3271    1.5081 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7047    0.0336    0.3799 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3227   -0.0218    0.3974 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5693    0.2028    1.5153 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1689    0.1451    1.5268 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4862    0.3784    2.6694 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5451   -0.1554    0.3367 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1722   -0.2299    0.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6010   -0.0425    1.2309 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4390   -0.5365   -0.9490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8934   -0.6177   -1.0367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4616   -1.6828   -1.7037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8355   -1.7393   -1.7726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5972   -0.7503   -1.1853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9890   -0.8048   -1.2534 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0271    0.3172   -0.5168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8084    1.3031    0.0680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1761    2.3750    0.7409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462    0.3757   -0.4466 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3724   -0.7520   -2.0381 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6758   -0.6718   -1.9333 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3004   -0.3882   -0.8172 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6931   -0.3216   -0.7884 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7014    1.4101    1.6300 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0076   -0.1009    2.4078 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5101   -0.1691    1.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0417    0.4367    2.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5664    0.3886    2.8859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8349   -2.4623   -2.1659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3043   -2.5612   -2.2881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5658   -0.0921   -0.8310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9592    2.9478    1.2766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5445    1.9102    1.5514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5740    2.9972    0.0593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1859    1.2239    0.0837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1211   -0.9892   -2.9775 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2270   -0.5100   -1.7077 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  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 10 11  1  0
 11 19  2  0
 19 16  1  0
 16 17  1  0
 17 18  1  0
 16 14  2  0
 14 15  1  0
 14 13  1  0
 13 12  2  0
 23  3  1  0
 12 11  1  0
 22  7  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  6 28  1  0
 20 36  1  0
 23 37  1  0
 19 35  1  0
 18 32  1  0
 18 33  1  0
 18 34  1  0
 15 31  1  0
 13 30  1  0
 12 29  1  0
M  END


  Mrv0541 05061307292D          

 23 25  0  0  0  0            999 V2000
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   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
    3.5724    1.2375    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
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    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
    5.0013    3.7125    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
    2.1434    2.0625    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
    6.4302    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  9  3  1  0  0  0  0
  9  5  2  0  0  0  0
 10  6  2  0  0  0  0
 10  7  1  0  0  0  0
 11  8  2  0  0  0  0
 11  9  1  0  0  0  0
 12  4  1  0  0  0  0
 13  6  1  0  0  0  0
 14  5  1  0  0  0  0
 14 12  2  0  0  0  0
 15  7  2  0  0  0  0
 16 13  2  0  0  0  0
 16 15  1  0  0  0  0
 17 11  1  0  0  0  0
 17 16  1  0  0  0  0
 18 12  1  0  0  0  0
 19 13  1  0  0  0  0
 20 17  2  0  0  0  0
 21  1  1  0  0  0  0
 21 10  1  0  0  0  0
 22  2  1  0  0  0  0
 22 14  1  0  0  0  0
 23  8  1  0  0  0  0
 23 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0138316

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(O)=C2C(=O)C(=COC2=C1)C1=CC(OC)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H14O6/c1-21-10-6-13(19)16-15(7-10)23-8-11(17(16)20)9-3-4-12(18)14(5-9)22-2/h3-8,18-19H,1-2H3

> <INCHI_KEY>
NMQZMHHAWZDJOJ-UHFFFAOYSA-N

> <FORMULA>
C17H14O6

> <MOLECULAR_WEIGHT>
314.2895

> <EXACT_MASS>
314.07903818

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
31.589872715289065

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-7-methoxy-4H-chromen-4-one

> <ALOGPS_LOGP>
3.26

> <JCHEM_LOGP>
3.0650951799999993

> <ALOGPS_LOGS>
-3.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.495820813772289

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.48234829813144

> <JCHEM_PKA_STRONGEST_BASIC>
-4.508469423717102

> <JCHEM_POLAR_SURFACE_AREA>
85.22000000000001

> <JCHEM_REFRACTIVITY>
82.6284

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.06e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7,3'-dimethylorobol

> <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       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002   9.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      12.003   6.930   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       9.336   8.470   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
CONECT    1   21                                                            
CONECT    2   22                                                            
CONECT    3    4    9                                                       
CONECT    4    3   12                                                       
CONECT    5    9   14                                                       
CONECT    6   10   13                                                       
CONECT    7   10   15                                                       
CONECT    8   11   23                                                       
CONECT    9    3    5   11                                                  
CONECT   10    6    7   21                                                  
CONECT   11    8    9   17                                                  
CONECT   12    4   14   18                                                  
CONECT   13    6   16   19                                                  
CONECT   14    5   12   22                                                  
CONECT   15    7   16   23                                                  
CONECT   16   13   15   17                                                  
CONECT   17   11   16   20                                                  
CONECT   18   12                                                            
CONECT   19   13                                                            
CONECT   20   17                                                            
CONECT   21    1   10                                                       
CONECT   22    2   14                                                       
CONECT   23    8   15                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

View in JSmol

Synonyms

Value	Source
3',7-Di-O-methylorobol	HMDB
5,4'-Dihydroxy-7,3'-dimethoxyisoflavone	HMDB
7,3'-Dimethylorobol	HMDB

Chemical Formula

C₁₇H₁₄O₆

Average Mass

314.2895 Da

Monoisotopic Mass

314.07904 Da

IUPAC Name

5-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-7-methoxy-4H-chromen-4-one

Traditional Name

7,3'-dimethylorobol

CAS Registry Number

104668-88-4

SMILES

COC1=CC(O)=C2C(=O)C(=COC2=C1)C1=CC(OC)=C(O)C=C1

InChI Identifier

InChI=1S/C17H14O6/c1-21-10-6-13(19)16-15(7-10)23-8-11(17(16)20)9-3-4-12(18)14(5-9)22-2/h3-8,18-19H,1-2H3

InChI Key

NMQZMHHAWZDJOJ-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

Not Available

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

3p-methoxyisoflavone
7-o-methylisoflavone
Isoflavone
Hydroxyisoflavonoid
Chromone
1-benzopyran
Methoxyphenol
Benzopyran
Phenol ether
Methoxybenzene
Phenoxy compound
Anisole
1-hydroxy-4-unsubstituted benzenoid
Pyranone
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Pyran
Vinylogous acid
Heteroaromatic compound
Ether
Organoheterocyclic compound
Oxacycle
Organic oxygen compound
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Isoflavonoids (LMPK12050356 )

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	3.26	ALOGPS
logP	3.07	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	8.48	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.22 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	82.63 m³·mol⁻¹	ChemAxon
Polarizability	31.59 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

HMDB0033989

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB012222

KNApSAcK ID

C00009847

Chemspider ID

24842847

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13845970

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 7,3'-Di-O-methylorobol (NP0138316)

MOL for NP0138316 (7,3'-Di-O-methylorobol)

3D MOL for NP0138316 (7,3'-Di-O-methylorobol)

3D SDF for NP0138316 (7,3'-Di-O-methylorobol)

3D-SDF for NP0138316 (7,3'-Di-O-methylorobol)

PDB for NP0138316 (7,3'-Di-O-methylorobol)

3D PDB for NP0138316 (7,3'-Di-O-methylorobol)

SMILES for NP0138316 (7,3'-Di-O-methylorobol)

INCHI for NP0138316 (7,3'-Di-O-methylorobol)

Structure for NP0138316 (7,3'-Di-O-methylorobol)

3D Structure for NP0138316 (7,3'-Di-O-methylorobol)