NP-MRD: Showing NP-Card for (-)-8-Prenylnaringenin (NP0055579)

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Record Information

Version

2.0

Created at

2022-04-28 01:35:19 UTC

Updated at

2022-04-28 01:35:19 UTC

NP-MRD ID

NP0055579

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-8-Prenylnaringenin

Description

Sophoraflavanone B, also known as 8-prenylnaringenin or flavaprenin, belongs to the class of organic compounds known as 8-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 8-position. Sophoraflavanone B is an extremely weak basic (essentially neutral) compound (based on its pKa). (-)-8-Prenylnaringenin is found in Azadirachta indica, Flourensia riparia, Flourensia riparia Grisebach, Glycosmis chlorosperma, Glycyrrhiza glabra, Glycyrrhiza uralensis , Helichrysum athrixiifolium, Humulus lupulus , Macaranga conifera, Cudrania cochinchinensis , Maclura pomifera, Marshallia grandiflora, Sophora flavescens , Sophora moorcroftiana , Sophora tomentosa , Vernonia angustifolia, Wyethia angustifolia, Wyethia glabra, Wyethia helenioides and Wyethia mollis. (-)-8-Prenylnaringenin was first documented in 2012 (PMID: 22766195). A trihydroxyflavanone that is (S)-naringenin having a prenyl group at position 8 (PMID: 22933043).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 45 47  0  0  0  0  0  0  0  0999 V2000
   -4.8683    2.1200    0.2548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7156    1.8272   -0.6720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8931    2.0884   -2.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5865    1.3457   -0.1496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4471    1.0515   -1.0292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0178   -0.3733   -1.0071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3131   -1.2349   -2.0374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0231   -0.7971   -3.1243 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8787   -2.5387   -1.9454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1659   -2.9956   -0.8640 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2793   -4.3006   -0.7530 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1172   -2.1010    0.1616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2942   -0.7693    0.1287 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0071    0.0834    1.1650 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0885   -0.1668    2.0305 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3846    0.2931    1.5431 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7729    0.1677    0.2415 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0254    0.6048   -0.2056 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8989    1.1794    0.6834 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1212    1.6042    0.2393 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5290    1.3162    1.9995 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2771    0.8755    2.4297 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0318   -1.5824    2.5046 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8720   -2.4861    1.3437 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4066   -3.6513    1.3567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8238    1.9864   -0.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7699    3.1527    0.6745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8507    1.4161    1.0963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0630    2.7610   -2.4703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9103    1.1769   -2.7385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8557    2.6019   -2.2884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5098    1.1746    0.9118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6543    1.3460   -2.0982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5289    1.6514   -0.7780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2639   -1.3854   -3.9222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1058   -3.2415   -2.7571 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0807   -4.9681   -1.4873 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8350    0.4381    2.9936 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1561   -0.2635   -0.5245 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3153    0.4981   -1.2431 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9110    0.9598    0.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2363    1.7711    2.6728 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9887    0.9841    3.4644 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2300   -1.7430    3.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9747   -1.8763    3.0562 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6 13  2  0
 13 14  1  0
 14 15  1  0
 15 23  1  0
 23 24  1  0
 24 25  2  0
 24 12  1  0
 12 10  2  0
 10 11  1  0
 10  9  1  0
  9  7  2  0
  7  8  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
  7  6  1  0
 22 16  1  0
 12 13  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
 15 38  1  1
 23 44  1  0
 23 45  1  0
 11 37  1  0
  9 36  1  0
  8 35  1  0
 17 39  1  0
 18 40  1  0
 20 41  1  0
 21 42  1  0
 22 43  1  0
M  END


  Mrv1652310041715242D          

 25 27  0  0  1  0            999 V2000
    4.4896   -0.1611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4992    2.3709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9417    2.3423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3706   -0.1326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8907   -1.3983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7423    0.2627    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7423    1.1220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2272    0.2799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2272    1.1048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4896    1.5460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9417   -0.1326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0293   -0.1525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9417   -0.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9417    1.5173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6561    0.2799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6561    1.1048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0325   -0.9775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3133    0.2572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6561   -1.3700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3195   -1.3928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6003   -0.1580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6561   -2.1951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6036   -0.9829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3706   -2.6075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9417   -2.6075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  1  8  1  0  0  0  0
  2 10  2  0  0  0  0
  3 14  1  0  0  0  0
  4 15  1  0  0  0  0
  5 23  1  0  0  0  0
  6  7  1  0  0  0  0
  6 12  1  6  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  8 11  2  0  0  0  0
  9 10  1  0  0  0  0
  9 14  2  0  0  0  0
 11 13  1  0  0  0  0
 11 15  1  0  0  0  0
 12 17  2  0  0  0  0
 12 18  1  0  0  0  0
 13 19  1  0  0  0  0
 14 16  1  0  0  0  0
 15 16  2  0  0  0  0
 17 20  1  0  0  0  0
 18 21  2  0  0  0  0
 19 22  2  0  0  0  0
 20 23  2  0  0  0  0
 21 23  1  0  0  0  0
 22 24  1  0  0  0  0
 22 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0055579

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC1=C2O[C@@H](CC(=O)C2=C(O)C=C1O)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H20O5/c1-11(2)3-8-14-15(22)9-16(23)19-17(24)10-18(25-20(14)19)12-4-6-13(21)7-5-12/h3-7,9,18,21-23H,8,10H2,1-2H3/t18-/m0/s1

> <INCHI_KEY>
LPEPZZAVFJPLNZ-SFHVURJKSA-N

> <FORMULA>
C20H20O5

> <MOLECULAR_WEIGHT>
340.375

> <EXACT_MASS>
340.131073744

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
35.073102711338265

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-en-1-yl)-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
3.23

> <JCHEM_LOGP>
4.563675049666666

> <ALOGPS_LOGS>
-4.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.173601984916237

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.690620053050339

> <JCHEM_PKA_STRONGEST_BASIC>
-4.960717116113241

> <JCHEM_POLAR_SURFACE_AREA>
86.99000000000001

> <JCHEM_REFRACTIVITY>
95.53260000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.55e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
sophoraflavanone B

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-OCT-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-OCT-17         0                                  
HETATM    1  O   UNK     0       8.381  -0.301   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       8.398   4.426   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      11.091   4.372   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      13.758  -0.247   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       1.663  -2.610   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       6.986   0.490   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.986   2.094   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.757   0.522   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.757   2.062   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.381   2.886   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.091  -0.247   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.655  -0.285   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.091  -1.788   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.091   2.832   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.425   0.522   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.425   2.062   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.661  -1.825   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.318   0.480   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.425  -2.557   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.330  -2.600   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.987  -0.295   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.425  -4.097   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.993  -1.835   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      13.758  -4.867   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.091  -4.867   0.000  0.00  0.00           C+0
CONECT    1    6    8                                                       
CONECT    2   10                                                            
CONECT    3   14                                                            
CONECT    4   15                                                            
CONECT    5   23                                                            
CONECT    6    1    7   12                                                  
CONECT    7    6   10                                                       
CONECT    8    1    9   11                                                  
CONECT    9    8   10   14                                                  
CONECT   10    2    7    9                                                  
CONECT   11    8   13   15                                                  
CONECT   12    6   17   18                                                  
CONECT   13   11   19                                                       
CONECT   14    3    9   16                                                  
CONECT   15    4   11   16                                                  
CONECT   16   14   15                                                       
CONECT   17   12   20                                                       
CONECT   18   12   21                                                       
CONECT   19   13   22                                                       
CONECT   20   17   23                                                       
CONECT   21   18   23                                                       
CONECT   22   19   24   25                                                  
CONECT   23    5   20   21                                                  
CONECT   24   22                                                            
CONECT   25   22                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

View in JSmol

Synonyms

Value	Source
(-)-(2S)-8-Dimethylallylnaringenin	ChEBI
(S)-8-Dimethylallylnaringenin	ChEBI
8-Prenylnaringenin	ChEBI
Flavaprenin	ChEBI
8-Prenyl-naringenin	MeSH

Chemical Formula

C₂₀H₂₀O₅

Average Mass

340.3750 Da

Monoisotopic Mass

340.13107 Da

IUPAC Name

(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-en-1-yl)-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

sophoraflavanone B

CAS Registry Number

Not Available

SMILES

CC(C)=CCC1=C2O[C@@H](CC(=O)C2=C(O)C=C1O)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C20H20O5/c1-11(2)3-8-14-15(22)9-16(23)19-17(24)10-18(25-20(14)19)12-4-6-13(21)7-5-12/h3-7,9,18,21-23H,8,10H2,1-2H3/t18-/m0/s1

InChI Key

LPEPZZAVFJPLNZ-SFHVURJKSA-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
Azadirachta indica	LOTUS Database	35616633
Flourensia riparia	LOTUS Database	35616633
Flourensia riparia Grisebach	Plant	KNApSAcK
Glycosmis chlorosperma	LOTUS Database	35616633
Glycyrrhiza glabra	LOTUS Database	35616633
Glycyrrhiza uralensis	Plant	KNApSAcK
Helichrysum athrixiifolium	Plant	KNApSAcK
Humulus lupulus	Plant	KNApSAcK
Macaranga conifera	Plant	KNApSAcK
Maclura cochinchinensis	Plant	KNApSAcK
Maclura pomifera	LOTUS Database	35616633
Marshallia grandiflora	Plant	KNApSAcK
Sophora flavescens	Plant	KNApSAcK
Sophora moorcroftiana	Plant	KNApSAcK
Sophora tomentosa	Plant	KNApSAcK
Vernonia angustifolia	LOTUS Database	35616633
Wyethia angustifolia	LOTUS Database	35616633
Wyethia glabra	LOTUS Database	35616633
Wyethia helenioides	Plant	KNApSAcK
Wyethia mollis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 8-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 8-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

8-prenylated flavanones

Alternative Parents

Substituents

8-prenylated flavanone
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavanone
Hydroxyflavonoid
Chromone
Chromane
Benzopyran
1-benzopyran
Aryl alkyl ketone
Aryl ketone
Phenol
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Ketone
Ether
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

trihydroxyflavanone (CHEBI:50207 )
flavanones (C18023 )

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	3.23	ALOGPS
logP	4.56	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	7.69	ChemAxon
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	95.53 m³·mol⁻¹	ChemAxon
Polarizability	35.07 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

C00008245

Chemspider ID

Not Available

KEGG Compound ID

C18023

BioCyc ID

CPD-9440

BiGG ID

Not Available

Wikipedia Link

Sophoraflavanone_B

METLIN ID

Not Available

PubChem Compound

480764

PDB ID

Not Available

ChEBI ID

50207

Good Scents ID

Not Available

References

General References

Di Vito C, Bertoni A, Nalin M, Sampietro S, Zanfa M, Sinigaglia F: The phytoestrogen 8-prenylnaringenin inhibits agonist-dependent activation of human platelets. Biochim Biophys Acta. 2012 Nov;1820(11):1724-33. doi: 10.1016/j.bbagen.2012.06.018. Epub 2012 Jul 3. [PubMed:22766195 ]
Gasiorowska J, Teisseyre A, Uryga A, Michalak K: The influence of 8-prenylnaringenin on the activity of voltage-gated Kv1.3 potassium channels in human Jurkat T cells. Cell Mol Biol Lett. 2012 Dec;17(4):559-70. doi: 10.2478/s11658-012-0029-0. Epub 2012 Aug 29. [PubMed:22933043 ]

Showing NP-Card for (-)-8-Prenylnaringenin (NP0055579)

MOL for NP0055579 ((-)-8-Prenylnaringenin)

3D MOL for NP0055579 ((-)-8-Prenylnaringenin)

3D SDF for NP0055579 ((-)-8-Prenylnaringenin)

3D-SDF for NP0055579 ((-)-8-Prenylnaringenin)

PDB for NP0055579 ((-)-8-Prenylnaringenin)

3D PDB for NP0055579 ((-)-8-Prenylnaringenin)

SMILES for NP0055579 ((-)-8-Prenylnaringenin)

INCHI for NP0055579 ((-)-8-Prenylnaringenin)

Structure for NP0055579 ((-)-8-Prenylnaringenin)

3D Structure for NP0055579 ((-)-8-Prenylnaringenin)