NP-MRD: Showing NP-Card for Kudzuisoflavone B (NP0054406)

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Record Information

Version

2.0

Created at

2022-04-28 00:46:00 UTC

Updated at

2022-04-28 00:46:00 UTC

NP-MRD ID

NP0054406

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Kudzuisoflavone B

Description

(2S,7S)-2,12-bis(7-hydroxy-4-oxo-4H-chromen-3-yl)-8-oxatricyclo[7.4.0.0²,⁷]Trideca-1(9),3,10,12-tetraen-5-one belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom. Kudzuisoflavone B is found in Pueraria montana var. lobata. Based on a literature review very few articles have been published on (2S,7S)-2,12-bis(7-hydroxy-4-oxo-4H-chromen-3-yl)-8-oxatricyclo[7.4.0.0²,⁷]Trideca-1(9),3,10,12-tetraen-5-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282202462D          

 38 44  0  0  1  0            999 V2000
    6.7206    3.3064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9755    2.5218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.6165    2.0803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.9136    3.4780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5546    3.0364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0025    2.4233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9604    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

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M  END


  Mrv1652304282202462D          

 38 44  0  0  1  0            999 V2000
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M  END
> <DATABASE_ID>
NP0054406

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC=C2C(OC=C(C2=O)C2=CC=C3O[C@H]4CC(=O)C=C[C@]4(C3=C2)C2=COC3=CC(O)=CC=C3C2=O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C30H18O8/c31-16-2-4-19-25(10-16)36-13-21(28(19)34)15-1-6-24-22(9-15)30(8-7-18(33)12-27(30)38-24)23-14-37-26-11-17(32)3-5-20(26)29(23)35/h1-11,13-14,27,31-32H,12H2/t27-,30-/m0/s1

> <INCHI_KEY>
WZJKASXTOXHOAC-FIBWVYCGSA-N

> <FORMULA>
C30H18O8

> <MOLECULAR_WEIGHT>
506.466

> <EXACT_MASS>
506.10016754

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
51.22760100784982

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,7S)-2,12-bis(7-hydroxy-4-oxo-4H-chromen-3-yl)-8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(13),3,9,11-tetraen-5-one

> <ALOGPS_LOGP>
4.58

> <JCHEM_LOGP>
3.962249850666667

> <ALOGPS_LOGS>
-5.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
6.785956816154482

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.183794073551387

> <JCHEM_PKA_STRONGEST_BASIC>
-4.610767443037592

> <JCHEM_POLAR_SURFACE_AREA>
119.36

> <JCHEM_REFRACTIVITY>
136.30780000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.34e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,7S)-2,12-bis(7-hydroxy-4-oxochromen-3-yl)-8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(13),3,9,11-tetraen-5-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      12.545   6.172   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.021   4.707   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.990   3.563   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.484   3.883   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.008   5.348   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.039   6.492   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       8.502   5.668   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       7.471   4.524   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.947   3.059   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.454   2.739   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       9.930   1.274   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       6.917   1.914   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.393   0.450   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.362  -0.695   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.856  -0.374   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.380   1.090   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.410   2.235   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.840   1.090   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.466   2.497   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.998   2.658   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.624   4.065   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       4.719   5.311   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.188   5.150   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.561   3.743   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       1.030   3.582   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       2.282   6.396   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.909   7.803   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.440   7.964   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.346   6.718   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       5.067   9.370   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       2.364  -0.374   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       3.610  -1.280   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       0.858  -0.695   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -0.173   0.450   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -1.679   0.130   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       0.303   1.914   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       1.810   2.235   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      13.575   7.316   0.000  0.00  0.00           O+0
CONECT    1    2    6   38                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   12                                                  
CONECT   10    9    4   11                                                  
CONECT   11   10                                                            
CONECT   12    9   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   32                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16   12                                                       
CONECT   18   16   19   31   37                                             
CONECT   19   18   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   29                                                  
CONECT   23   22   24   26                                                  
CONECT   24   23   19   25                                                  
CONECT   25   24                                                            
CONECT   26   23   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28   22                                                       
CONECT   30   28                                                            
CONECT   31   18   32   33                                                  
CONECT   32   31   15                                                       
CONECT   33   31   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37                                                       
CONECT   37   36   18                                                       
CONECT   38    1                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   88    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₁₈O₈

Average Mass

506.4660 Da

Monoisotopic Mass

506.10017 Da

IUPAC Name

(2S,7S)-2,12-bis(7-hydroxy-4-oxo-4H-chromen-3-yl)-8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(13),3,9,11-tetraen-5-one

Traditional Name

(2S,7S)-2,12-bis(7-hydroxy-4-oxochromen-3-yl)-8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(13),3,9,11-tetraen-5-one

CAS Registry Number

Not Available

SMILES

OC1=CC=C2C(OC=C(C2=O)C2=CC=C3O[C@H]4CC(=O)C=C[C@]4(C3=C2)C2=COC3=CC(O)=CC=C3C2=O)=C1

InChI Identifier

InChI=1S/C30H18O8/c31-16-2-4-19-25(10-16)36-13-21(28(19)34)15-1-6-24-22(9-15)30(8-7-18(33)12-27(30)38-24)23-14-37-26-11-17(32)3-5-20(26)29(23)35/h1-11,13-14,27,31-32H,12H2/t27-,30-/m0/s1

InChI Key

WZJKASXTOXHOAC-FIBWVYCGSA-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
Pueraria montana var. lobata	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Isoflav-2-enes

Direct Parent

Isoflavones

Alternative Parents

Substituents

Hydroxyisoflavonoid
Isoflavone
Chromone
1-benzopyran
Benzopyran
Coumaran
1-hydroxy-2-unsubstituted benzenoid
Cyclohexenone
Pyranone
Alkyl aryl ether
Benzenoid
Pyran
Heteroaromatic compound
Cyclic ketone
Ketone
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	4.58	ALOGPS
logP	3.96	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	6.18	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	119.36 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	136.31 m³·mol⁻¹	ChemAxon
Polarizability	51.23 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

162885788

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Kudzuisoflavone B (NP0054406)

MOL for NP0054406 (Kudzuisoflavone B)

3D MOL for NP0054406 (Kudzuisoflavone B)

3D SDF for NP0054406 (Kudzuisoflavone B)

3D-SDF for NP0054406 (Kudzuisoflavone B)

PDB for NP0054406 (Kudzuisoflavone B)

3D PDB for NP0054406 (Kudzuisoflavone B)

SMILES for NP0054406 (Kudzuisoflavone B)

INCHI for NP0054406 (Kudzuisoflavone B)

Structure for NP0054406 (Kudzuisoflavone B)

3D Structure for NP0054406 (Kudzuisoflavone B)