NP-MRD: Showing NP-Card for Gancaonin I (NP0057069)

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Record Information

Version

2.0

Created at

2022-04-28 02:37:19 UTC

Updated at

2022-04-28 02:37:19 UTC

NP-MRD ID

NP0057069

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Gancaonin I

Description

Gancaonin I belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. Thus, gancaonin I is considered to be a flavonoid lipid molecule. Gancaonin I is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, Gancaonin I has been detected, but not quantified in, herbs and spices. Gancaonin I is found in Glycyrrhiza glabra , Glycyrrhiza inflata , Glycyrrhiza spp. and Glycyrrhiza uralensis . Gancaonin I was first documented in 2002 (PMID: 12127165). This could make gancaonin I a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061310372D          

 26 28  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
    3.4990    1.1104    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
  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 10  1  0  0  0  0
 17  9  1  0  0  0  0
 17 14  2  0  0  0  0
 18 11  2  0  0  0  0
 18 15  1  0  0  0  0
 19 10  2  0  0  0  0
 19 14  1  0  0  0  0
 20 11  1  0  0  0  0
 20 16  2  0  0  0  0
 21 15  2  0  0  0  0
 21 16  1  0  0  0  0
 22 13  1  0  0  0  0
 23 17  1  0  0  0  0
 24  3  1  0  0  0  0
 24 18  1  0  0  0  0
 25  4  1  0  0  0  0
 25 21  1  0  0  0  0
 26 19  1  0  0  0  0
 26 20  1  0  0  0  0
M  END

     RDKit          3D

 48 50  0  0  0  0  0  0  0  0999 V2000
   -2.9878   -0.2519    2.9358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9065    0.2421    1.6153 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7022    0.2496    0.9304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5342   -0.2307    1.5248 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6832   -0.2404    0.8770 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8971   -0.6274    1.2048 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7462   -0.4432    0.2599 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1708   -0.7501    0.2643 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9374   -0.4696   -0.8788 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2836   -0.7365   -0.9328 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9561   -1.2936    0.1303 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3231   -1.5680    0.0844 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2226   -1.5752    1.2579 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8482   -1.3057    1.3206 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1930   -1.6158    2.4786 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0549    0.1155   -0.8002 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7364    0.2456   -0.4071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3778    0.7247   -1.0280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3211    1.2111   -2.3150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0478    2.5929   -2.4933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5812    0.7225   -0.3572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7724    1.2494   -1.0588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6347    0.1281   -1.5079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8894   -0.0640   -1.1825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6290   -1.2614   -1.7270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6748    0.8339   -0.2965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0477   -0.4358    3.2114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4614   -1.2121    3.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5592    0.4573    3.6825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5858   -0.6134    2.5423 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3988   -0.0266   -1.7217 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8355   -0.5057   -1.8297 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9844   -0.8727    0.3765 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7441   -2.0141    2.0991 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2517   -1.5165    2.7406 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4210    0.4158   -1.7779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5021    3.1368   -1.6391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4292    2.9613   -3.4673 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0697    2.6976   -2.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3063    2.0147   -0.4700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4729    1.7862   -2.0102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1559   -0.5999   -2.1775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1338   -1.6614   -2.6288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6621   -2.0779   -0.9773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6648   -0.9545   -1.9278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3365    0.2125    0.3672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3435    1.5082   -0.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0376    1.4184    0.3829 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 17  2  0
 17 16  1  0
 16  7  2  0
  7  6  1  0
  7  8  1  0
  8 14  2  0
 14 15  1  0
 14 13  1  0
 13 11  2  0
 11 12  1  0
 11 10  1  0
 10  9  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  2  3
 24 25  1  0
 24 26  1  0
 21  3  1  0
  6  5  1  0
  9  8  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
 16 36  1  0
 15 35  1  0
 13 34  1  0
 12 33  1  0
 10 32  1  0
  9 31  1  0
 20 37  1  0
 20 38  1  0
 20 39  1  0
 22 40  1  0
 22 41  1  0
 23 42  1  0
 25 43  1  0
 25 44  1  0
 25 45  1  0
 26 46  1  0
 26 47  1  0
 26 48  1  0
M  END


  Mrv0541 05061310372D          

 26 28  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
    3.4990    1.1104    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
  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 10  1  0  0  0  0
 17  9  1  0  0  0  0
 17 14  2  0  0  0  0
 18 11  2  0  0  0  0
 18 15  1  0  0  0  0
 19 10  2  0  0  0  0
 19 14  1  0  0  0  0
 20 11  1  0  0  0  0
 20 16  2  0  0  0  0
 21 15  2  0  0  0  0
 21 16  1  0  0  0  0
 22 13  1  0  0  0  0
 23 17  1  0  0  0  0
 24  3  1  0  0  0  0
 24 18  1  0  0  0  0
 25  4  1  0  0  0  0
 25 21  1  0  0  0  0
 26 19  1  0  0  0  0
 26 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0057069

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C(C=C(O2)C2=C(O)C=C(O)C=C2)C(OC)=C1CC=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O5/c1-12(2)5-7-15-18(24-3)11-20-16(21(15)25-4)10-19(26-20)14-8-6-13(22)9-17(14)23/h5-6,8-11,22-23H,7H2,1-4H3

> <INCHI_KEY>
DKVBYQAVNNRVNN-UHFFFAOYSA-N

> <FORMULA>
C21H22O5

> <MOLECULAR_WEIGHT>
354.3964

> <EXACT_MASS>
354.146723814

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
39.37844014037413

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
4.38

> <JCHEM_LOGP>
4.5056895269999995

> <ALOGPS_LOGS>
-3.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.881439273956564

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.432420075664906

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7727966291797985

> <JCHEM_POLAR_SURFACE_AREA>
72.06

> <JCHEM_REFRACTIVITY>
101.0438

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.66e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
gancaonin I

> <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       6.531   2.073   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.197   6.693   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.531   3.613   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.023   1.509   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.198   4.383   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.483   1.509   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.023   4.176   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.268   4.089   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.530   1.303   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.865   4.383   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.793   2.843   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.713   2.843   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.864   3.613   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.197   3.613   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.483   4.176   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.864   2.073   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.173   2.843   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.197   2.073   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.530   4.383   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -7.333   2.843   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -2.713   5.510   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       5.198   1.303   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       2.530   5.923   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -0.268   1.597   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2   12                                                            
CONECT    3   24                                                            
CONECT    4   25                                                            
CONECT    5    7   12                                                       
CONECT    6    8   13                                                       
CONECT    7    5   15                                                       
CONECT    8    6   14                                                       
CONECT    9   13   17                                                       
CONECT   10   16   19                                                       
CONECT   11   18   20                                                       
CONECT   12    1    2    5                                                  
CONECT   13    6    9   22                                                  
CONECT   14    8   17   19                                                  
CONECT   15    7   18   21                                                  
CONECT   16   10   20   21                                                  
CONECT   17    9   14   23                                                  
CONECT   18   11   15   24                                                  
CONECT   19   10   14   26                                                  
CONECT   20   11   16   26                                                  
CONECT   21   15   16   25                                                  
CONECT   22   13                                                            
CONECT   23   17                                                            
CONECT   24    3   18                                                       
CONECT   25    4   21                                                       
CONECT   26   19   20                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

View in JSmol

Synonyms

Value	Source
2-(3,4-Dihydroxyphenyl)-4,6-dimethoxy-5-prenylbenzofuran	HMDB
4-[4,6-Dimethoxy-5-(3-methyl-2-butenyl)-2-benzofuranyl]-1,3-benzenediol, 9ci	HMDB

Chemical Formula

C₂₁H₂₂O₅

Average Mass

354.3964 Da

Monoisotopic Mass

354.14672 Da

IUPAC Name

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

Traditional Name

gancaonin I

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(C=C(O2)C2=C(O)C=C(O)C=C2)C(OC)=C1CC=C(C)C

InChI Identifier

InChI=1S/C21H22O5/c1-12(2)5-7-15-18(24-3)11-20-16(21(15)25-4)10-19(26-20)14-8-6-13(22)9-17(14)23/h5-6,8-11,22-23H,7H2,1-4H3

InChI Key

DKVBYQAVNNRVNN-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 glabra	Plant	KNApSAcK
Glycyrrhiza inflata	Plant	KNApSAcK
Glycyrrhiza spp.	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:69099 )
1-benzofurans (CHEBI:69099 )
resorcinols (CHEBI:69099 )
Other Flavonoids (LMPK12160046 )

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	4.38	ALOGPS
logP	4.51	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	8.43	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	72.06 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	101.04 m³·mol⁻¹	ChemAxon
Polarizability	39.38 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

HMDB0038756

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB018170

KNApSAcK ID

C00010077

Chemspider ID

421861

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

480777

PDB ID

Not Available

ChEBI ID

69099

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 ]

Showing NP-Card for Gancaonin I (NP0057069)

MOL for NP0057069 (Gancaonin I)

3D MOL for NP0057069 (Gancaonin I)

3D SDF for NP0057069 (Gancaonin I)

3D-SDF for NP0057069 (Gancaonin I)

PDB for NP0057069 (Gancaonin I)

3D PDB for NP0057069 (Gancaonin I)

SMILES for NP0057069 (Gancaonin I)

INCHI for NP0057069 (Gancaonin I)

Structure for NP0057069 (Gancaonin I)

3D Structure for NP0057069 (Gancaonin I)