Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:38:45 UTC

Update Date

2022-03-07 02:52:40 UTC

HMDB ID

HMDB0030740

Secondary Accession Numbers

HMDB30740

Metabolite Identification

Common Name

11-Methoxyyangonin

Description

11-Methoxyyangonin belongs to the class of organic compounds known as kavalactones. These are lactones, which is structurally characterized by a benzene ring and a pyranone moiety, linked to each other to form a 4-methoxy-6-(2-phenylethyl)-2H-pyran-2-one skeleton. Based on a literature review very few articles have been published on 11-Methoxyyangonin.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0030740
     RDKit          3D
11-Methoxyyangonin
 37 38  0  0  0  0  0  0  0  0999 V2000
    6.3886    1.0667    0.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4824    0.0377   -0.3099 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1240    0.1248   -0.0811 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3089   -0.9068   -0.4689 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9153   -0.8991   -0.2743 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1894   -2.0424   -0.7137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0779   -2.1044   -0.8786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0300   -1.0722   -0.6908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9297    0.2745   -0.8370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8958    1.2133   -0.5177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0836    0.7426   -0.0025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1280    1.5821    0.3561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0360    2.9870    0.2131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2655   -0.6273    0.1742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4826   -1.0859    0.6983 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6720   -2.4749    0.8795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2802   -1.5020   -0.1558 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4840    0.1772    0.3063 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1764    1.2008    0.7072 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6636    2.1988    1.2610 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5577    1.2190    0.5266 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3271    0.9171   -0.5451 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5977    0.9130    1.1549 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9015    2.0271   -0.1440 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7520   -1.7551   -0.9431 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8123   -2.9686   -0.9196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4684   -3.1203   -1.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0511    0.6913   -1.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7323    2.2713   -0.6635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1619    3.2963   -0.8527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8461    3.4454    0.8144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0256    3.2888    0.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8322   -2.9235    1.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6292   -2.6636    1.4035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6973   -3.0287   -0.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4736   -2.5646    0.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1181    2.0645    0.8594 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  2  0
  5 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21  3  2  0
 17  8  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  6 26  1  0
  7 27  1  0
  9 28  1  0
 10 29  1  0
 13 30  1  0
 13 31  1  0
 13 32  1  0
 16 33  1  0
 16 34  1  0
 16 35  1  0
 17 36  1  0
 21 37  1  0
M  END


  Mrv0541 05061305282D          

 21 22  0  0  0  0            999 V2000
   -1.4289   -2.4750    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
    1.4289    0.8250    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
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    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
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    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
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    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
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    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
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  2  0  0  0  0
  7  5  2  0  0  0  0
 11  4  1  0  0  0  0
 11  5  1  0  0  0  0
 11  8  2  0  0  0  0
 12  6  1  0  0  0  0
 12  9  2  0  0  0  0
 13  9  1  0  0  0  0
 13 10  2  0  0  0  0
 14  7  1  0  0  0  0
 15  8  1  0  0  0  0
 15 14  2  0  0  0  0
 16 10  1  0  0  0  0
 17 16  2  0  0  0  0
 18  1  1  0  0  0  0
 18 13  1  0  0  0  0
 19  2  1  0  0  0  0
 19 14  1  0  0  0  0
 20  3  1  0  0  0  0
 20 15  1  0  0  0  0
 21 12  1  0  0  0  0
 21 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030740

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C16H16O5/c1-18-13-9-12(21-16(17)10-13)6-4-11-5-7-14(19-2)15(8-11)20-3/h4-10H,1-3H3/b6-4-

> <INCHI_KEY>
GBJRDULCMRSYSL-XQRVVYSFSA-N

> <FORMULA>
C16H16O5

> <MOLECULAR_WEIGHT>
288.2952

> <EXACT_MASS>
288.099773622

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
29.430864592437178

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-[(Z)-2-(3,4-dimethoxyphenyl)ethenyl]-4-methoxy-2H-pyran-2-one

> <ALOGPS_LOGP>
2.92

> <JCHEM_LOGP>
2.3241473436666666

> <ALOGPS_LOGS>
-4.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.393057705043398

> <JCHEM_POLAR_SURFACE_AREA>
53.99000000000001

> <JCHEM_REFRACTIVITY>
81.6671

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.05e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-[(Z)-2-(3,4-dimethoxyphenyl)ethenyl]-4-methoxypyran-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030740
     RDKit          3D
11-Methoxyyangonin
 37 38  0  0  0  0  0  0  0  0999 V2000
    6.3886    1.0667    0.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4824    0.0377   -0.3099 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1240    0.1248   -0.0811 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3089   -0.9068   -0.4689 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9153   -0.8991   -0.2743 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1894   -2.0424   -0.7137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0779   -2.1044   -0.8786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0300   -1.0722   -0.6908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9297    0.2745   -0.8370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8958    1.2133   -0.5177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0836    0.7426   -0.0025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1280    1.5821    0.3561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0360    2.9870    0.2131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2655   -0.6273    0.1742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4826   -1.0859    0.6983 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6720   -2.4749    0.8795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2802   -1.5020   -0.1558 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4840    0.1772    0.3063 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1764    1.2008    0.7072 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6636    2.1988    1.2610 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5577    1.2190    0.5266 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3271    0.9171   -0.5451 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5977    0.9130    1.1549 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9015    2.0271   -0.1440 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7520   -1.7551   -0.9431 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8123   -2.9686   -0.9196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4684   -3.1203   -1.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0511    0.6913   -1.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7323    2.2713   -0.6635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1619    3.2963   -0.8527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8461    3.4454    0.8144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0256    3.2888    0.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8322   -2.9235    1.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6292   -2.6636    1.4035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6973   -3.0287   -0.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4736   -2.5646    0.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1181    2.0645    0.8594 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  2  0
  5 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21  3  2  0
 17  8  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  6 26  1  0
  7 27  1  0
  9 28  1  0
 10 29  1  0
 13 30  1  0
 13 31  1  0
 13 32  1  0
 16 33  1  0
 16 34  1  0
 16 35  1  0
 17 36  1  0
 21 37  1  0
M  END

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      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
CONECT    1   18                                                            
CONECT    2   19                                                            
CONECT    3   20                                                            
CONECT    4    6   11                                                       
CONECT    5    7   11                                                       
CONECT    6    4   12                                                       
CONECT    7    5   14                                                       
CONECT    8   11   15                                                       
CONECT    9   12   13                                                       
CONECT   10   13   16                                                       
CONECT   11    4    5    8                                                  
CONECT   12    6    9   21                                                  
CONECT   13    9   10   18                                                  
CONECT   14    7   15   19                                                  
CONECT   15    8   14   20                                                  
CONECT   16   10   17   21                                                  
CONECT   17   16                                                            
CONECT   18    1   13                                                       
CONECT   19    2   14                                                       
CONECT   20    3   15                                                       
CONECT   21   12   16                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0030740
HETATM    1  C1  UNL     1       6.389   1.067   0.064  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.482   0.038  -0.310  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.124   0.125  -0.081  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.309  -0.907  -0.469  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.915  -0.899  -0.274  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.189  -2.042  -0.714  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.078  -2.104  -0.879  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.030  -1.072  -0.691  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.930   0.274  -0.837  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.896   1.213  -0.518  1.00  0.00           C  
HETATM   11  C10 UNL     1      -3.084   0.743  -0.002  1.00  0.00           C  
HETATM   12  O2  UNL     1      -4.128   1.582   0.356  1.00  0.00           O  
HETATM   13  C11 UNL     1      -4.036   2.987   0.213  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.265  -0.627   0.174  1.00  0.00           C  
HETATM   15  O3  UNL     1      -4.483  -1.086   0.698  1.00  0.00           O  
HETATM   16  C13 UNL     1      -4.672  -2.475   0.879  1.00  0.00           C  
HETATM   17  C14 UNL     1      -2.280  -1.502  -0.156  1.00  0.00           C  
HETATM   18  O4  UNL     1       1.484   0.177   0.306  1.00  0.00           O  
HETATM   19  C15 UNL     1       2.176   1.201   0.707  1.00  0.00           C  
HETATM   20  O5  UNL     1       1.664   2.199   1.261  1.00  0.00           O  
HETATM   21  C16 UNL     1       3.558   1.219   0.527  1.00  0.00           C  
HETATM   22  H1  UNL     1       7.327   0.917  -0.545  1.00  0.00           H  
HETATM   23  H2  UNL     1       6.598   0.913   1.155  1.00  0.00           H  
HETATM   24  H3  UNL     1       5.901   2.027  -0.144  1.00  0.00           H  
HETATM   25  H4  UNL     1       3.752  -1.755  -0.943  1.00  0.00           H  
HETATM   26  H5  UNL     1       1.812  -2.969  -0.920  1.00  0.00           H  
HETATM   27  H6  UNL     1      -0.468  -3.120  -1.223  1.00  0.00           H  
HETATM   28  H7  UNL     1      -0.051   0.691  -1.325  1.00  0.00           H  
HETATM   29  H8  UNL     1      -1.732   2.271  -0.664  1.00  0.00           H  
HETATM   30  H9  UNL     1      -4.162   3.296  -0.853  1.00  0.00           H  
HETATM   31  H10 UNL     1      -4.846   3.445   0.814  1.00  0.00           H  
HETATM   32  H11 UNL     1      -3.026   3.289   0.606  1.00  0.00           H  
HETATM   33  H12 UNL     1      -3.832  -2.924   1.481  1.00  0.00           H  
HETATM   34  H13 UNL     1      -5.629  -2.664   1.403  1.00  0.00           H  
HETATM   35  H14 UNL     1      -4.697  -3.029  -0.073  1.00  0.00           H  
HETATM   36  H15 UNL     1      -2.474  -2.565   0.002  1.00  0.00           H  
HETATM   37  H16 UNL     1       4.118   2.065   0.859  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3
CONECT    3    4   21   21
CONECT    4    5    5   25
CONECT    5    6   18
CONECT    6    7    7   26
CONECT    7    8   27
CONECT    8    9    9   17
CONECT    9   10   28
CONECT   10   11   11   29
CONECT   11   12   14
CONECT   12   13
CONECT   13   30   31   32
CONECT   14   15   17   17
CONECT   15   16
CONECT   16   33   34   35
CONECT   17   36
CONECT   18   19
CONECT   19   20   20   21
CONECT   21   37
END

HMDB0030740
     RDKit          3D
11-Methoxyyangonin
 37 38  0  0  0  0  0  0  0  0999 V2000
    6.3886    1.0667    0.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4824    0.0377   -0.3099 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1240    0.1248   -0.0811 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3089   -0.9068   -0.4689 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9153   -0.8991   -0.2743 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1894   -2.0424   -0.7137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0779   -2.1044   -0.8786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0300   -1.0722   -0.6908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9297    0.2745   -0.8370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8958    1.2133   -0.5177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0836    0.7426   -0.0025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1280    1.5821    0.3561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0360    2.9870    0.2131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2655   -0.6273    0.1742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4826   -1.0859    0.6983 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6720   -2.4749    0.8795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2802   -1.5020   -0.1558 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4840    0.1772    0.3063 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1764    1.2008    0.7072 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6636    2.1988    1.2610 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5577    1.2190    0.5266 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3271    0.9171   -0.5451 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5977    0.9130    1.1549 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9015    2.0271   -0.1440 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7520   -1.7551   -0.9431 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8123   -2.9686   -0.9196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4684   -3.1203   -1.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0511    0.6913   -1.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7323    2.2713   -0.6635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1619    3.2963   -0.8527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8461    3.4454    0.8144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0256    3.2888    0.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8322   -2.9235    1.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6292   -2.6636    1.4035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6973   -3.0287   -0.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4736   -2.5646    0.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1181    2.0645    0.8594 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  2  0
  5 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21  3  2  0
 17  8  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  6 26  1  0
  7 27  1  0
  9 28  1  0
 10 29  1  0
 13 30  1  0
 13 31  1  0
 13 32  1  0
 16 33  1  0
 16 34  1  0
 16 35  1  0
 17 36  1  0
 21 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₆H₁₆O₅

Average Molecular Weight

288.2952

Monoisotopic Molecular Weight

288.099773622

IUPAC Name

6-[(Z)-2-(3,4-dimethoxyphenyl)ethenyl]-4-methoxy-2H-pyran-2-one

Traditional Name

6-[(Z)-2-(3,4-dimethoxyphenyl)ethenyl]-4-methoxypyran-2-one

CAS Registry Number

2743-14-8

SMILES

COC1=CC(=O)OC(\C=C/C2=CC(OC)=C(OC)C=C2)=C1

InChI Identifier

InChI=1S/C16H16O5/c1-18-13-9-12(21-16(17)10-13)6-4-11-5-7-14(19-2)15(8-11)20-3/h4-10H,1-3H3/b6-4-

InChI Key

GBJRDULCMRSYSL-XQRVVYSFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as kavalactones. These are lactones, which is structurally characterized by a benzene ring and a pyranone moiety, linked to each other to form a 4-methoxy-6-(2-phenylethyl)-2H-pyran-2-one skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Kavalactones

Sub Class

Not Available

Direct Parent

Kavalactones

Alternative Parents

Substituents

Kavalactone
O-dimethoxybenzene
Dimethoxybenzene
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Styrene
Alkyl aryl ether
Pyranone
Monocyclic benzene moiety
Benzenoid
Pyran
Heteroaromatic compound
Vinylogous ester
Lactone
Oxacycle
Ether
Organoheterocyclic compound
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0030740)

Cellular substructure

Membrane (HMDB: HMDB0030740)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030740)

Source

Endogenous

Endogenous (HMDB: HMDB0030740)

Plant

Plant (HMDB: HMDB0030740)

Exogenous

Food

Food (HMDB: HMDB0030740)

Beverage

Beverages (FooDB: FOOD00870)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	166 - 167 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.01 g/L	ALOGPS
logP	2.92	ALOGPS
logP	2.32	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	53.99 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	81.67 m³·mol⁻¹	ChemAxon
Polarizability	29.43 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	169.086	31661259
DarkChem	[M-H]-	172.181	31661259
DeepCCS	[M+H]+	169.4	30932474
DeepCCS	[M-H]-	167.042	30932474
DeepCCS	[M-2H]-	199.928	30932474
DeepCCS	[M+Na]+	175.493	30932474
AllCCS	[M+H]+	166.5	32859911
AllCCS	[M+H-H2O]+	162.6	32859911
AllCCS	[M+NH4]+	170.0	32859911
AllCCS	[M+Na]+	171.1	32859911
AllCCS	[M-H]-	168.6	32859911
AllCCS	[M+Na-2H]-	168.3	32859911
AllCCS	[M+HCOO]-	168.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
11-Methoxyyangonin	COC1=CC(=O)OC(\C=C/C2=CC(OC)=C(OC)C=C2)=C1	4033.6	Standard polar	33892256
11-Methoxyyangonin	COC1=CC(=O)OC(\C=C/C2=CC(OC)=C(OC)C=C2)=C1	2608.5	Standard non polar	33892256
11-Methoxyyangonin	COC1=CC(=O)OC(\C=C/C2=CC(OC)=C(OC)C=C2)=C1	2872.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 11-Methoxyyangonin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ab9-0290000000-19caf60ddc9f82ab8462	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11-Methoxyyangonin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11-Methoxyyangonin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Methoxyyangonin 10V, Positive-QTOF	splash10-000i-0090000000-c8925ed43fe2101c50b1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Methoxyyangonin 20V, Positive-QTOF	splash10-000i-0390000000-0e399214bd241b23f87a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Methoxyyangonin 40V, Positive-QTOF	splash10-0udu-1890000000-9e774a8b3f3a5d394dc9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Methoxyyangonin 10V, Negative-QTOF	splash10-000i-0090000000-9b6cc60207690abc3aba	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Methoxyyangonin 20V, Negative-QTOF	splash10-0006-7090000000-abe2bd2580813f3cdf34	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Methoxyyangonin 40V, Negative-QTOF	splash10-0006-9550000000-7ff9f403ac9c9d2d98d0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Methoxyyangonin 10V, Negative-QTOF	splash10-000i-0190000000-9c3a8d5d9eebd46e7600	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Methoxyyangonin 20V, Negative-QTOF	splash10-052r-0390000000-b69a1824ad91a5f8d929	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Methoxyyangonin 40V, Negative-QTOF	splash10-00ke-1930000000-e114bf43cae9d83c7cf0	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Methoxyyangonin 10V, Positive-QTOF	splash10-000i-0090000000-7e2441e5690df45a344c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Methoxyyangonin 20V, Positive-QTOF	splash10-0f9i-0690000000-09549d2a70060672ad89	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Methoxyyangonin 40V, Positive-QTOF	splash10-000i-0930000000-4705313f0c20f4c0e826	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB002668

KNApSAcK ID

Not Available

Chemspider ID

30776847

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24796468

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 11-Methoxyyangonin (HMDB0030740)

MOL for HMDB0030740 (11-Methoxyyangonin)

3D MOL for HMDB0030740 (11-Methoxyyangonin)

3D SDF for HMDB0030740 (11-Methoxyyangonin)

3D-SDF for HMDB0030740 (11-Methoxyyangonin)

PDB for HMDB0030740 (11-Methoxyyangonin)

3D PDB for HMDB0030740 (11-Methoxyyangonin)

SMILES for HMDB0030740 (11-Methoxyyangonin)

INCHI for HMDB0030740 (11-Methoxyyangonin)

Structure for HMDB0030740 (11-Methoxyyangonin)

3D Structure for HMDB0030740 (11-Methoxyyangonin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra