NP-MRD: Showing NP-Card for Licoricone (NP0056540)

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Record Information

Version

2.0

Created at

2022-04-28 02:17:13 UTC

Updated at

2022-04-28 02:17:13 UTC

NP-MRD ID

NP0056540

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Licoricone

Description

Licoricone belongs to the class of organic compounds known as 4'-o-methylisoflavones. These are isoflavones with methoxy groups attached to the C4' atom of the isoflavone backbone. Thus, licoricone is considered to be a flavonoid lipid molecule. Licoricone is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, Licoricone has been detected, but not quantified in, herbs and spices. Licoricone is found in Apis cerana, Glycyrrhiza glabra , Glycyrrhiza inflata and Glycyrrhiza uralensis . Licoricone was first documented in 1991 (PMID: 1950571). This could make licoricone a potential biomarker for the consumption of these foods (PMID: 12127165).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061304482D          

 28 30  0  0  0  0            999 V2000
    8.5737    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    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
    6.4302    2.0625    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
    1.4289    0.8250    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
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.0625    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
    2.1434    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
    3.5724    2.0625    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
    5.7158    3.3000    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
    4.2868    2.4750    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
    5.0013    2.0625    0.0000 C   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
    3.5724    3.7125    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
    6.4302    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    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
  7  5  1  0  0  0  0
  8  6  2  0  0  0  0
 12  1  1  0  0  0  0
 12  2  1  0  0  0  0
 12  5  2  0  0  0  0
 13  6  1  0  0  0  0
 13  9  2  0  0  0  0
 14  8  1  0  0  0  0
 15  7  1  0  0  0  0
 16 11  2  0  0  0  0
 17 10  2  0  0  0  0
 18 10  1  0  0  0  0
 18 15  2  0  0  0  0
 19  9  1  0  0  0  0
 19 14  2  0  0  0  0
 20 16  1  0  0  0  0
 20 17  1  0  0  0  0
 21 14  1  0  0  0  0
 21 16  1  0  0  0  0
 22 15  1  0  0  0  0
 22 20  2  0  0  0  0
 23 13  1  0  0  0  0
 24 17  1  0  0  0  0
 25 21  2  0  0  0  0
 26  3  1  0  0  0  0
 26 18  1  0  0  0  0
 27  4  1  0  0  0  0
 27 22  1  0  0  0  0
 28 11  1  0  0  0  0
 28 19  1  0  0  0  0
M  END

     RDKit          3D

 50 52  0  0  0  0  0  0  0  0999 V2000
    4.1484    1.0548   -2.3747 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4801    0.4259   -1.3344 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1164    0.4375   -1.1993 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2649    1.0772   -2.0757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1142    1.0244   -1.8376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9427    1.6693   -2.7245 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6406    0.3533   -0.7561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0728    0.3432   -0.5726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7475    1.3049    0.1609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0241    1.3166    0.3379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7975    0.3811   -0.1859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1585    0.4382    0.0332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9243   -0.5744   -0.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2832   -0.5589   -0.3525 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3498   -1.5800   -1.2931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9830   -1.6029   -1.4895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1961   -0.6236   -0.9383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8303   -0.6513   -1.1380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3447   -1.5843   -1.8273 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2405   -0.2716    0.0942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2516   -0.9573    1.1933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4647   -0.3967    2.4567 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6039   -0.2539   -0.0887 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5502   -0.9259    0.8193 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2740   -0.0346    1.7364 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5929    0.0935    1.7949 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5484   -0.6312    0.9557 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1710    1.0589    2.8039 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6869    0.2801   -3.0067 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5720    1.6494   -3.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0240    1.6453   -1.9498 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6330    1.6105   -2.9316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9364    1.7011   -2.6583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1728    2.1002    0.6175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5754    1.2290    0.6182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7715   -1.0108    0.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9404   -2.3834   -1.7531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4964   -2.3798   -2.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0879   -1.1248    3.2201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5299   -0.1878    2.6832 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1829    0.5147    2.6029 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3068   -1.5389    0.2449 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0106   -1.7058    1.4359 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6376    0.5567    2.4125 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5412   -0.7290    1.4887 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8122   -0.0635    0.0260 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2706   -1.6887    0.7418 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3013    0.4291    3.7337 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1828    1.3814    2.5300 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4843    1.8853    3.0238 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  2  3
 26 27  1  0
 26 28  1  0
 23 20  1  0
 20 21  1  0
 21 22  1  0
 20  7  2  0
  7  5  1  0
  5  6  1  0
  5  4  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 17  2  0
 17 16  1  0
 16 15  2  0
 15 13  1  0
 13 14  1  0
 13 12  2  0
 17 18  1  0
 18 19  2  0
  4  3  1  0
 18  8  1  0
 12 11  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
 24 42  1  0
 24 43  1  0
 25 44  1  0
 27 45  1  0
 27 46  1  0
 27 47  1  0
 28 48  1  0
 28 49  1  0
 28 50  1  0
 22 39  1  0
 22 40  1  0
 22 41  1  0
  6 33  1  0
  4 32  1  0
  9 34  1  0
 16 38  1  0
 15 37  1  0
 14 36  1  0
 12 35  1  0
M  END


  Mrv0541 05061304482D          

 28 30  0  0  0  0            999 V2000
    8.5737    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    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
    6.4302    2.0625    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
    1.4289    0.8250    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
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.0625    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
    2.1434    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
    3.5724    2.0625    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
    5.7158    3.3000    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
    4.2868    2.4750    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
    5.0013    2.0625    0.0000 C   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
    3.5724    3.7125    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
    6.4302    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    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
  7  5  1  0  0  0  0
  8  6  2  0  0  0  0
 12  1  1  0  0  0  0
 12  2  1  0  0  0  0
 12  5  2  0  0  0  0
 13  6  1  0  0  0  0
 13  9  2  0  0  0  0
 14  8  1  0  0  0  0
 15  7  1  0  0  0  0
 16 11  2  0  0  0  0
 17 10  2  0  0  0  0
 18 10  1  0  0  0  0
 18 15  2  0  0  0  0
 19  9  1  0  0  0  0
 19 14  2  0  0  0  0
 20 16  1  0  0  0  0
 20 17  1  0  0  0  0
 21 14  1  0  0  0  0
 21 16  1  0  0  0  0
 22 15  1  0  0  0  0
 22 20  2  0  0  0  0
 23 13  1  0  0  0  0
 24 17  1  0  0  0  0
 25 21  2  0  0  0  0
 26  3  1  0  0  0  0
 26 18  1  0  0  0  0
 27  4  1  0  0  0  0
 27 22  1  0  0  0  0
 28 11  1  0  0  0  0
 28 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0056540

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(CC=C(C)C)C(OC)=C(C(O)=C1)C1=COC2=C(C=CC(O)=C2)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H22O6/c1-12(2)5-7-15-18(26-3)10-17(24)20(22(15)27-4)16-11-28-19-9-13(23)6-8-14(19)21(16)25/h5-6,8-11,23-24H,7H2,1-4H3

> <INCHI_KEY>
GGWMNTNDTRKETA-UHFFFAOYSA-N

> <FORMULA>
C22H22O6

> <MOLECULAR_WEIGHT>
382.4065

> <EXACT_MASS>
382.141638436

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
40.67347004101926

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-hydroxy-3-[6-hydroxy-2,4-dimethoxy-3-(3-methylbut-2-en-1-yl)phenyl]-4H-chromen-4-one

> <ALOGPS_LOGP>
3.85

> <JCHEM_LOGP>
4.143662179333332

> <ALOGPS_LOGS>
-4.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.64861342193643

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.464995906783284

> <JCHEM_PKA_STRONGEST_BASIC>
-4.50417218348508

> <JCHEM_POLAR_SURFACE_AREA>
85.22000000000001

> <JCHEM_REFRACTIVITY>
106.87119999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.09e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
licoricone

> <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      16.004   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.671   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.337   6.160   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.337   4.620   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      12.003   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.671   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       6.668   6.930   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      12.003   6.930   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2   12                                                            
CONECT    3   26                                                            
CONECT    4   27                                                            
CONECT    5    7   12                                                       
CONECT    6    8   13                                                       
CONECT    7    5   15                                                       
CONECT    8    6   14                                                       
CONECT    9   13   19                                                       
CONECT   10   17   18                                                       
CONECT   11   16   28                                                       
CONECT   12    1    2    5                                                  
CONECT   13    6    9   23                                                  
CONECT   14    8   19   21                                                  
CONECT   15    7   18   22                                                  
CONECT   16   11   20   21                                                  
CONECT   17   10   20   24                                                  
CONECT   18   10   15   26                                                  
CONECT   19    9   14   28                                                  
CONECT   20   16   17   22                                                  
CONECT   21   14   16   25                                                  
CONECT   22   15   20   27                                                  
CONECT   23   13                                                            
CONECT   24   17                                                            
CONECT   25   21                                                            
CONECT   26    3   18                                                       
CONECT   27    4   22                                                       
CONECT   28   11   19                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

View in JSmol

Synonyms

Value	Source
2',7-Dihydroxy-4',6'-dimethoxy-3'-prenylisoflavone	HMDB

Chemical Formula

C₂₂H₂₂O₆

Average Mass

382.4065 Da

Monoisotopic Mass

382.14164 Da

IUPAC Name

7-hydroxy-3-[6-hydroxy-2,4-dimethoxy-3-(3-methylbut-2-en-1-yl)phenyl]-4H-chromen-4-one

Traditional Name

licoricone

CAS Registry Number

Not Available

SMILES

COC1=C(CC=C(C)C)C(OC)=C(C(O)=C1)C1=COC2=C(C=CC(O)=C2)C1=O

InChI Identifier

InChI=1S/C22H22O6/c1-12(2)5-7-15-18(26-3)10-17(24)20(22(15)27-4)16-11-28-19-9-13(23)6-8-14(19)21(16)25/h5-6,8-11,23-24H,7H2,1-4H3

InChI Key

GGWMNTNDTRKETA-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
Apis cerana	LOTUS Database	35616633
Glycyrrhiza glabra	Plant	KNApSAcK
Glycyrrhiza inflata	Plant	KNApSAcK
Glycyrrhiza uralensis	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 4'-o-methylisoflavones. These are isoflavones with methoxy groups attached to the C4' atom of the isoflavone backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

O-methylated isoflavonoids

Direct Parent

4'-O-methylisoflavones

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

hydroxyisoflavone (CHEBI:69094 )
methoxyisoflavone (CHEBI:69094 )
Isoflavonoids (C17765 )
Isoflavonoids (LMPK12050069 )

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	3.85	ALOGPS
logP	4.14	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	6.46	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.22 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	106.87 m³·mol⁻¹	ChemAxon
Polarizability	40.67 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

HMDB0029515

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5319013

PDB ID

Not Available

ChEBI ID

69094

Good Scents ID

Not Available

References

General References

Fukai T, Marumo A, Kaitou K, Kanda T, Terada S, Nomura T: Anti-Helicobacter pylori flavonoids from licorice extract. Life Sci. 2002 Aug 9;71(12):1449-63. doi: 10.1016/s0024-3205(02)01864-7. [PubMed:12127165 ]
Wang CL, Zhang RY, Han YS, Dong XG, Liu WB: [Chemical studies of coumarins from Glycyrrhiza uralensis Fisch]. Yao Xue Xue Bao. 1991;26(2):147-51. [PubMed:1950571 ]

Showing NP-Card for Licoricone (NP0056540)

MOL for NP0056540 (Licoricone)

3D MOL for NP0056540 (Licoricone)

3D SDF for NP0056540 (Licoricone)

3D-SDF for NP0056540 (Licoricone)

PDB for NP0056540 (Licoricone)

3D PDB for NP0056540 (Licoricone)

SMILES for NP0056540 (Licoricone)

INCHI for NP0056540 (Licoricone)

Structure for NP0056540 (Licoricone)

3D Structure for NP0056540 (Licoricone)