NP-MRD: Showing NP-Card for Licocoumarone (NP0057068)

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Record Information

Version

2.0

Created at

2022-04-28 02:37:17 UTC

Updated at

2022-04-28 02:37:17 UTC

NP-MRD ID

NP0057068

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Licocoumarone

Description

Licocoumarone belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. Thus, licocoumarone is considered to be a flavonoid lipid molecule. Licocoumarone is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, Licocoumarone has been detected, but not quantified in, herbs and spices. Licocoumarone is found in Glycyrrhiza aspera, Glycyrrhiza glabra , Glycyrrhiza inflata and Glycyrrhiza uralensis . Licocoumarone was first documented in 1991 (PMID: 1913999). This could make licocoumarone a potential biomarker for the consumption of these foods (PMID: 10993226) (PMID: 12392103) (PMID: 1941536) (PMID: 20724155).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 45 47  0  0  0  0  0  0  0  0999 V2000
   -1.0443   -3.1462    0.1358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0707   -1.9197   -0.5706 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8595   -0.6895    0.0301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9247    0.0228    0.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3212   -0.4891    0.4769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8878   -0.3490   -0.8893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9804    0.3516   -1.1702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5190    0.4705   -2.5499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7062    1.0497   -0.0571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6868    1.2436    1.1355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7460    2.0020    1.6717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3880    1.7046    1.1907 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6843    1.0026    0.6818 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9726    1.2295    0.6186 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6254    0.2873    0.0451 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0601    0.1872   -0.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5659   -0.9509   -0.8589 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9008   -1.0975   -1.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8191   -0.1414   -0.7581 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1768   -0.3018   -1.0292 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3448    0.9787   -0.1188 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9855    1.1241    0.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6200    2.2754    0.7851 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6728   -0.6713   -0.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4365   -0.2277    0.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2677   -3.7755   -0.3656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8892   -3.0227    1.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0023   -3.6987   -0.0146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2859   -1.5762    0.7744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9872    0.0298    1.1850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3944   -0.8416   -1.7266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1534   -0.4175   -2.8124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0805    1.4239   -2.6330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7048    0.4832   -3.2956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6894    1.4304   -0.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0906    1.8953    0.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9523    0.3218    0.7404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5188    2.8905    2.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2368    2.6833    1.6703 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8650   -1.7156   -1.1526 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2646   -1.9829   -1.6235 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7626   -0.7502   -0.3597 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0642    1.7284    0.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7094    2.5432    1.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8573   -1.5939   -0.8114 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
  6  7  2  3
  7  8  1  0
  7  9  1  0
  4 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 25  2  0
 25 24  1  0
 24 15  2  0
 15 14  1  0
 15 16  1  0
 16 22  2  0
 22 23  1  0
 22 21  1  0
 21 19  2  0
 19 20  1  0
 19 18  1  0
 18 17  2  0
 25  3  1  0
 17 16  1  0
 14 13  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  8 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
  9 37  1  0
 11 38  1  0
 12 39  1  0
 24 45  1  0
 23 44  1  0
 21 43  1  0
 20 42  1  0
 18 41  1  0
 17 40  1  0
M  END

  Mrv0541 05061310372D          

 25 27  0  0  0  0            999 V2000
    4.2135    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    2.9519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
 11  1  1  0  0  0  0
 11  2  1  0  0  0  0
 11  4  2  0  0  0  0
 12  5  1  0  0  0  0
 12  8  2  0  0  0  0
 13  7  1  0  0  0  0
 14  6  1  0  0  0  0
 15  9  1  0  0  0  0
 16  8  1  0  0  0  0
 16 13  2  0  0  0  0
 17 10  2  0  0  0  0
 17 14  1  0  0  0  0
 18  9  2  0  0  0  0
 18 13  1  0  0  0  0
 19 10  1  0  0  0  0
 19 15  2  0  0  0  0
 20 14  2  0  0  0  0
 20 15  1  0  0  0  0
 21 12  1  0  0  0  0
 22 16  1  0  0  0  0
 23 17  1  0  0  0  0
 24  3  1  0  0  0  0
 24 20  1  0  0  0  0
 25 18  1  0  0  0  0
 25 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0057068

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(CC=C(C)C)C(O)=CC2=C1C=C(O2)C1=C(O)C=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H20O5/c1-11(2)4-6-14-17(23)10-19-15(20(14)24-3)9-18(25-19)13-7-5-12(21)8-16(13)22/h4-5,7-10,21-23H,6H2,1-3H3

> <INCHI_KEY>
CNPMAFLUEHEXRE-UHFFFAOYSA-N

> <FORMULA>
C20H20O5

> <MOLECULAR_WEIGHT>
340.3698

> <EXACT_MASS>
340.13107375

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
37.415243190087075

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[6-hydroxy-4-methoxy-5-(3-methylbut-2-en-1-yl)-1-benzofuran-2-yl]benzene-1,3-diol

> <ALOGPS_LOGP>
4.10

> <JCHEM_LOGP>
4.359795471

> <ALOGPS_LOGS>
-3.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.65064274069028

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.036211570309428

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7561658739516575

> <JCHEM_POLAR_SURFACE_AREA>
83.06

> <JCHEM_REFRACTIVITY>
96.56150000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.11e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
licocoumarone

> <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       7.865   5.923   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.199   3.613   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.197   6.693   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.531   3.613   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.023   1.509   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.198   4.383   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.483   1.509   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.023   4.176   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.268   4.089   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.530   1.303   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.865   4.383   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.793   2.843   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.713   2.843   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.864   3.613   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.197   3.613   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.483   4.176   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.864   2.073   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.173   2.843   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.197   2.073   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.530   4.383   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -7.333   2.843   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -2.713   5.510   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       5.198   1.303   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       2.530   5.923   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -0.268   1.597   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   11                                                            
CONECT    3   24                                                            
CONECT    4    6   11                                                       
CONECT    5    7   12                                                       
CONECT    6    4   14                                                       
CONECT    7    5   13                                                       
CONECT    8   12   16                                                       
CONECT    9   15   18                                                       
CONECT   10   17   19                                                       
CONECT   11    1    2    4                                                  
CONECT   12    5    8   21                                                  
CONECT   13    7   16   18                                                  
CONECT   14    6   17   20                                                  
CONECT   15    9   19   20                                                  
CONECT   16    8   13   22                                                  
CONECT   17   10   14   23                                                  
CONECT   18    9   13   25                                                  
CONECT   19   10   15   25                                                  
CONECT   20   14   15   24                                                  
CONECT   21   12                                                            
CONECT   22   16                                                            
CONECT   23   17                                                            
CONECT   24    3   20                                                       
CONECT   25   18   19                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

View in JSmol

Synonyms

Value	Source
2-(2',4'-Dihydroxyphenyl)-6-hydroxy-5-isopentenyl-4-methoxybenzofuran	ChEBI
2-(3,4-Dihydroxyphenyl)-6-hydroxy-4-methoxy-5-prenylbenzofuran	HMDB
4-[6-Hydroxy-4-methoxy-5-(3-methyl-2-butenyl)-2-benzofuranyl]-1,3-benzenediol, 9ci	HMDB
Benzyl(2-hydroxyethyl)dimethylammonium hydroxide	HMDB
Benzyl(2-hydroxyethyl)dimethylammonium, hydroxide	HMDB

Chemical Formula

C₂₀H₂₀O₅

Average Mass

340.3698 Da

Monoisotopic Mass

340.13107 Da

IUPAC Name

4-[6-hydroxy-4-methoxy-5-(3-methylbut-2-en-1-yl)-1-benzofuran-2-yl]benzene-1,3-diol

Traditional Name

licocoumarone

CAS Registry Number

Not Available

SMILES

COC1=C(CC=C(C)C)C(O)=CC2=C1C=C(O2)C1=C(O)C=C(O)C=C1

InChI Identifier

InChI=1S/C20H20O5/c1-11(2)4-6-14-17(23)10-19-15(20(14)24-3)9-18(25-19)13-7-5-12(21)8-16(13)22/h4-5,7-10,21-23H,6H2,1-3H3

InChI Key

CNPMAFLUEHEXRE-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
Glycyrrhiza aspera	Plant	KNApSAcK
Glycyrrhiza glabra	Plant	KNApSAcK
Glycyrrhiza inflata	Plant	KNApSAcK
Glycyrrhiza uralensis	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

2-arylbenzofuran flavonoids

Sub Class

Not Available

Direct Parent

2-arylbenzofuran flavonoids

Alternative Parents

Substituents

2-arylbenzofuran flavonoid
2-phenylbenzofuran
Phenylbenzofuran
Benzofuran
Resorcinol
Anisole
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Heteroaromatic compound
Furan
Oxacycle
Organoheterocyclic compound
Ether
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

aromatic ether (CHEBI:69098 )
1-benzofurans (CHEBI:69098 )
resorcinols (CHEBI:69098 )
Other Flavonoids (LMPK12160045 )

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	4.1	ALOGPS
logP	4.36	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	8.04	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	83.06 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	96.56 m³·mol⁻¹	ChemAxon
Polarizability	37.42 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

HMDB0038755

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB018169

KNApSAcK ID

C00010076

Chemspider ID

439849

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

503731

PDB ID

Not Available

ChEBI ID

69098

Good Scents ID

Not Available

References

General References

Hatano T, Shintani Y, Aga Y, Shiota S, Tsuchiya T, Yoshida T: Phenolic constituents of licorice. VIII. Structures of glicophenone and glicoisoflavanone, and effects of licorice phenolics on methicillin-resistant Staphylococcus aureus. Chem Pharm Bull (Tokyo). 2000 Sep;48(9):1286-92. doi: 10.1248/cpb.48.1286. [PubMed:10993226 ]
Watanabe M, Hayakawa S, Isemura M, Kumazawa S, Nakayama T, Mori C, Kawakami T: Identification of licocoumarone as an apoptosis-inducing component in licorice. Biol Pharm Bull. 2002 Oct;25(10):1388-90. doi: 10.1248/bpb.25.1388. [PubMed:12392103 ]
Hatano T, Fukuda T, Miyase T, Noro T, Okuda T: Phenolic constituents of licorice. III. Structures of glicoricone and licofuranone, and inhibitory effects of licorice constituents on monoamine oxidase. Chem Pharm Bull (Tokyo). 1991 May;39(5):1238-43. doi: 10.1248/cpb.39.1238. [PubMed:1913999 ]
Hatano T, Fukuda T, Liu YZ, Noro T, Okuda T: [Phenolic constituents of licorice. IV. Correlation of phenolic constituents and licorice specimens from various sources, and inhibitory effects of licorice extracts on xanthine oxidase and monoamine oxidase]. Yakugaku Zasshi. 1991 Jun;111(6):311-21. doi: 10.1248/yakushi1947.111.6_311. [PubMed:1941536 ]
Li S, Li W, Wang Y, Asada Y, Koike K: Prenylflavonoids from Glycyrrhiza uralensis and their protein tyrosine phosphatase-1B inhibitory activities. Bioorg Med Chem Lett. 2010 Sep 15;20(18):5398-401. doi: 10.1016/j.bmcl.2010.07.110. Epub 2010 Aug 1. [PubMed:20724155 ]

Showing NP-Card for Licocoumarone (NP0057068)

MOL for NP0057068 (Licocoumarone)

3D MOL for NP0057068 (Licocoumarone)

3D SDF for NP0057068 (Licocoumarone)

3D-SDF for NP0057068 (Licocoumarone)

PDB for NP0057068 (Licocoumarone)

3D PDB for NP0057068 (Licocoumarone)

SMILES for NP0057068 (Licocoumarone)

INCHI for NP0057068 (Licocoumarone)

Structure for NP0057068 (Licocoumarone)

3D Structure for NP0057068 (Licocoumarone)