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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:49:40 UTC

Update Date

2022-03-07 02:54:38 UTC

HMDB ID

HMDB0035805

Secondary Accession Numbers

HMDB35805

Metabolite Identification

Common Name

Thellungianin G

Description

Thellungianin G belongs to the class of organic compounds known as phenol esters. These are aromatic compounds containing a benzene ring substituted by a hydroxyl group and an ester group. Thellungianin G has been detected, but not quantified in, anises (Pimpinella anisum). This could make thellungianin g a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Thellungianin G.

Structure

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

HMDB0035805
     RDKit          3D
Thellungianin G
 39 40  0  0  0  0  0  0  0  0999 V2000
    5.6236   -0.3487    0.3019 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2249    0.0230    0.8371 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1914   -0.0899   -0.2304 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3373    0.8231   -1.3941 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8172   -0.4330    0.1928 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6684   -0.8223    1.4085 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7465   -0.3718   -0.5918 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5884   -0.6545   -0.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0262   -1.9842   -0.5303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3269   -2.3718   -0.3514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2388   -1.4202    0.0021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6009   -1.6883    0.2258 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0355   -3.0013    0.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8457   -0.0800    0.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5056    0.2965   -0.0099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0849    1.6046    0.4303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3969    2.6187   -0.1053 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8053    2.7966   -0.2595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5589    3.7211    0.6130 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0009   -1.2608    0.8591 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3505    0.4623    0.3926 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4730   -0.7072   -0.7593 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0448   -0.5919    1.7504 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3582    1.0857    1.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5105   -1.1278   -0.7360 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0649    1.8938   -1.2090 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6522    0.4518   -2.2243 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3857    0.7261   -1.7888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2949   -2.7340   -0.8563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6735   -3.4086   -0.4873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3018   -3.6491    0.6715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0531   -3.1959    0.4909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9165   -3.3607   -0.9468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5992    0.6332    0.4535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1380    1.7059    1.6054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1338    2.5777   -1.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7040    4.7075    0.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5766    3.2930    0.7521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0445    3.8816    1.5990 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
  3  5  1  0
  5  6  2  0
  5  7  1  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  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 15  8  1  0
 18 16  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  4 28  1  0
  9 29  1  0
 10 30  1  0
 13 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
 16 35  1  0
 18 36  1  0
 19 37  1  0
 19 38  1  0
 19 39  1  0
M  END


  Mrv0541 05061308432D          

 19 20  0  0  0  0            999 V2000
    2.1434   -0.4125    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
    4.5888   -3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    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
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5888   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.8250    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
    4.2868   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1763   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  7  6  2  0  0  0  0
  9  2  1  0  0  0  0
  9  5  1  0  0  0  0
 10  3  1  0  0  0  0
 11  6  1  0  0  0  0
 11  8  2  0  0  0  0
 12  8  1  0  0  0  0
 13  7  1  0  0  0  0
 13 12  2  0  0  0  0
 14 10  1  0  0  0  0
 14 12  1  0  0  0  0
 15  9  1  0  0  0  0
 16 15  2  0  0  0  0
 17  4  1  0  0  0  0
 17 11  1  0  0  0  0
 18 10  1  0  0  0  0
 18 14  1  0  0  0  0
 19 13  1  0  0  0  0
 19 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035805

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC(C)C(=O)OC1=C(C=C(OC)C=C1)C1OC1C

> <INCHI_IDENTIFIER>
InChI=1S/C15H20O4/c1-5-9(2)15(16)19-13-7-6-11(17-4)8-12(13)14-10(3)18-14/h6-10,14H,5H2,1-4H3

> <INCHI_KEY>
VXWVNVFBEJTTKA-UHFFFAOYSA-N

> <FORMULA>
C15H20O4

> <MOLECULAR_WEIGHT>
264.3169

> <EXACT_MASS>
264.136159128

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
28.808675283283765

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-methoxy-2-(3-methyloxiran-2-yl)phenyl 2-methylbutanoate

> <ALOGPS_LOGP>
3.42

> <JCHEM_LOGP>
3.291520202666667

> <ALOGPS_LOGS>
-3.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.134578664893281

> <JCHEM_POLAR_SURFACE_AREA>
48.06

> <JCHEM_REFRACTIVITY>
71.14310000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.41e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-methoxy-2-(3-methyloxiran-2-yl)phenyl 2-methylbutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035805
     RDKit          3D
Thellungianin G
 39 40  0  0  0  0  0  0  0  0999 V2000
    5.6236   -0.3487    0.3019 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2249    0.0230    0.8371 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1914   -0.0899   -0.2304 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3373    0.8231   -1.3941 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8172   -0.4330    0.1928 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6684   -0.8223    1.4085 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7465   -0.3718   -0.5918 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5884   -0.6545   -0.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0262   -1.9842   -0.5303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3269   -2.3718   -0.3514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2388   -1.4202    0.0021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6009   -1.6883    0.2258 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0355   -3.0013    0.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8457   -0.0800    0.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5056    0.2965   -0.0099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0849    1.6046    0.4303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3969    2.6187   -0.1053 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8053    2.7966   -0.2595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5589    3.7211    0.6130 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0009   -1.2608    0.8591 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3505    0.4623    0.3926 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4730   -0.7072   -0.7593 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0448   -0.5919    1.7504 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3582    1.0857    1.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5105   -1.1278   -0.7360 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0649    1.8938   -1.2090 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6522    0.4518   -2.2243 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3857    0.7261   -1.7888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2949   -2.7340   -0.8563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6735   -3.4086   -0.4873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3018   -3.6491    0.6715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0531   -3.1959    0.4909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9165   -3.3607   -0.9468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5992    0.6332    0.4535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1380    1.7059    1.6054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1338    2.5777   -1.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7040    4.7075    0.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5766    3.2930    0.7521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0445    3.8816    1.5990 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
  3  5  1  0
  5  6  2  0
  5  7  1  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  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 15  8  1  0
 18 16  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  4 28  1  0
  9 29  1  0
 10 30  1  0
 13 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
 16 35  1  0
 18 36  1  0
 19 37  1  0
 19 38  1  0
 19 39  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       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.566  -6.724   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      16.004  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335  -1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.337  -1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.003  -3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.566  -5.184   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.337  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.669  -1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.336  -3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002  -1.540   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      14.671  -3.850   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       7.796  -3.850   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2    9                                                            
CONECT    3   10                                                            
CONECT    4   17                                                            
CONECT    5    1    9                                                       
CONECT    6    7   11                                                       
CONECT    7    6   13                                                       
CONECT    8   11   12                                                       
CONECT    9    2    5   15                                                  
CONECT   10    3   14   18                                                  
CONECT   11    6    8   17                                                  
CONECT   12    8   13   14                                                  
CONECT   13    7   12   19                                                  
CONECT   14   10   12   18                                                  
CONECT   15    9   16   19                                                  
CONECT   16   15                                                            
CONECT   17    4   11                                                       
CONECT   18   10   14                                                       
CONECT   19   13   15                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0035805
HETATM    1  C1  UNL     1       5.624  -0.349   0.302  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.225   0.023   0.837  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.191  -0.090  -0.230  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.337   0.823  -1.394  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.817  -0.433   0.193  1.00  0.00           C  
HETATM    6  O1  UNL     1       1.668  -0.822   1.408  1.00  0.00           O  
HETATM    7  O2  UNL     1       0.746  -0.372  -0.592  1.00  0.00           O  
HETATM    8  C6  UNL     1      -0.588  -0.655  -0.365  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.026  -1.984  -0.530  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.327  -2.372  -0.351  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.239  -1.420   0.002  1.00  0.00           C  
HETATM   12  O3  UNL     1      -4.601  -1.688   0.226  1.00  0.00           O  
HETATM   13  C10 UNL     1      -5.035  -3.001   0.082  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.846  -0.080   0.173  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.506   0.297  -0.010  1.00  0.00           C  
HETATM   16  C13 UNL     1      -1.085   1.605   0.430  1.00  0.00           C  
HETATM   17  O4  UNL     1      -0.397   2.619  -0.105  1.00  0.00           O  
HETATM   18  C14 UNL     1      -1.805   2.797  -0.259  1.00  0.00           C  
HETATM   19  C15 UNL     1      -2.559   3.721   0.613  1.00  0.00           C  
HETATM   20  H1  UNL     1       6.001  -1.261   0.859  1.00  0.00           H  
HETATM   21  H2  UNL     1       6.351   0.462   0.393  1.00  0.00           H  
HETATM   22  H3  UNL     1       5.473  -0.707  -0.759  1.00  0.00           H  
HETATM   23  H4  UNL     1       4.045  -0.592   1.750  1.00  0.00           H  
HETATM   24  H5  UNL     1       4.358   1.086   1.225  1.00  0.00           H  
HETATM   25  H6  UNL     1       3.510  -1.128  -0.736  1.00  0.00           H  
HETATM   26  H7  UNL     1       3.065   1.894  -1.209  1.00  0.00           H  
HETATM   27  H8  UNL     1       2.652   0.452  -2.224  1.00  0.00           H  
HETATM   28  H9  UNL     1       4.386   0.726  -1.789  1.00  0.00           H  
HETATM   29  H10 UNL     1      -0.295  -2.734  -0.856  1.00  0.00           H  
HETATM   30  H11 UNL     1      -2.673  -3.409  -0.487  1.00  0.00           H  
HETATM   31  H12 UNL     1      -4.302  -3.649   0.671  1.00  0.00           H  
HETATM   32  H13 UNL     1      -6.053  -3.196   0.491  1.00  0.00           H  
HETATM   33  H14 UNL     1      -4.916  -3.361  -0.947  1.00  0.00           H  
HETATM   34  H15 UNL     1      -3.599   0.633   0.454  1.00  0.00           H  
HETATM   35  H16 UNL     1      -1.138   1.706   1.605  1.00  0.00           H  
HETATM   36  H17 UNL     1      -2.134   2.578  -1.319  1.00  0.00           H  
HETATM   37  H18 UNL     1      -2.704   4.707   0.100  1.00  0.00           H  
HETATM   38  H19 UNL     1      -3.577   3.293   0.752  1.00  0.00           H  
HETATM   39  H20 UNL     1      -2.045   3.882   1.599  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   23   24
CONECT    3    4    5   25
CONECT    4   26   27   28
CONECT    5    6    6    7
CONECT    7    8
CONECT    8    9    9   15
CONECT    9   10   29
CONECT   10   11   11   30
CONECT   11   12   14
CONECT   12   13
CONECT   13   31   32   33
CONECT   14   15   15   34
CONECT   15   16
CONECT   16   17   18   35
CONECT   17   18
CONECT   18   19   36
CONECT   19   37   38   39
END

HMDB0035805
     RDKit          3D
Thellungianin G
 39 40  0  0  0  0  0  0  0  0999 V2000
    5.6236   -0.3487    0.3019 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2249    0.0230    0.8371 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1914   -0.0899   -0.2304 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3373    0.8231   -1.3941 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8172   -0.4330    0.1928 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6684   -0.8223    1.4085 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7465   -0.3718   -0.5918 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5884   -0.6545   -0.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0262   -1.9842   -0.5303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3269   -2.3718   -0.3514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2388   -1.4202    0.0021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6009   -1.6883    0.2258 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0355   -3.0013    0.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8457   -0.0800    0.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5056    0.2965   -0.0099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0849    1.6046    0.4303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3969    2.6187   -0.1053 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8053    2.7966   -0.2595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5589    3.7211    0.6130 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0009   -1.2608    0.8591 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3505    0.4623    0.3926 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4730   -0.7072   -0.7593 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0448   -0.5919    1.7504 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3582    1.0857    1.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5105   -1.1278   -0.7360 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0649    1.8938   -1.2090 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6522    0.4518   -2.2243 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3857    0.7261   -1.7888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2949   -2.7340   -0.8563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6735   -3.4086   -0.4873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3018   -3.6491    0.6715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0531   -3.1959    0.4909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9165   -3.3607   -0.9468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5992    0.6332    0.4535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1380    1.7059    1.6054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1338    2.5777   -1.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7040    4.7075    0.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5766    3.2930    0.7521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0445    3.8816    1.5990 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
  3  5  1  0
  5  6  2  0
  5  7  1  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  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 15  8  1  0
 18 16  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  4 28  1  0
  9 29  1  0
 10 30  1  0
 13 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
 16 35  1  0
 18 36  1  0
 19 37  1  0
 19 38  1  0
 19 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(1',2'-Epoxy)-4-methoxyphenyl-2-methylbutyrate	MeSH
2-(1',2'-Epoxypropyl)-4-methoxyphenyl 2-methylbutanoate	HMDB
4-Methoxy-2-(3-methyl-2-oxiranyl)phenyl 2-methylbutanoate	HMDB
EPB	HMDB
Epoxypseudobisoeugenyl-2-methylbutyrate	HMDB
Epoxypseudoisoeugenol 2-methylbutanoate	HMDB
Epoxypseudoisoeugenol-2-methylbutyrate	HMDB
4-Methoxy-2-(3-methyloxiran-2-yl)phenyl 2-methylbutanoic acid	Generator
Thellungianin g	MeSH

Chemical Formula

C₁₅H₂₀O₄

Average Molecular Weight

264.3169

Monoisotopic Molecular Weight

264.136159128

IUPAC Name

4-methoxy-2-(3-methyloxiran-2-yl)phenyl 2-methylbutanoate

Traditional Name

4-methoxy-2-(3-methyloxiran-2-yl)phenyl 2-methylbutanoate

CAS Registry Number

97180-28-4

SMILES

CCC(C)C(=O)OC1=C(C=C(OC)C=C1)C1OC1C

InChI Identifier

InChI=1S/C15H20O4/c1-5-9(2)15(16)19-13-7-6-11(17-4)8-12(13)14-10(3)18-14/h6-10,14H,5H2,1-4H3

InChI Key

VXWVNVFBEJTTKA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenol esters. These are aromatic compounds containing a benzene ring substituted by a hydroxyl group and an ester group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol esters

Sub Class

Not Available

Direct Parent

Phenol esters

Alternative Parents

Substituents

Phenol ester
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
Fatty acid ester
Monocyclic benzene moiety
Fatty acyl
Carboxylic acid ester
Carboxylic acid derivative
Oxacycle
Dialkyl ether
Oxirane
Ether
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Carbonyl group
Organic oxygen compound
Organic oxide
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

a phenylpropanoid (CPD-9948 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0035805)
Cell membrane (HMDB: HMDB0035805)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035805)

Source

Exogenous

Exogenous (HMDB: HMDB0035805)

Food

Food (HMDB: HMDB0035805)

Herb and spice

Herb

Anise (FooDB: FOOD00137)

Endogenous

Plant

Plant (HMDB: HMDB0035805)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0035805)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	45.72 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.14 g/L	ALOGPS
logP	3.42	ALOGPS
logP	3.29	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	48.06 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	71.14 m³·mol⁻¹	ChemAxon
Polarizability	28.81 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]+	165.544	31661259
DarkChem	[M-H]-	163.127	31661259
DeepCCS	[M+H]+	167.38	30932474
DeepCCS	[M-H]-	165.022	30932474
DeepCCS	[M-2H]-	197.907	30932474
DeepCCS	[M+Na]+	173.473	30932474
AllCCS	[M+H]+	163.4	32859911
AllCCS	[M+H-H2O]+	159.9	32859911
AllCCS	[M+NH4]+	166.7	32859911
AllCCS	[M+Na]+	167.6	32859911
AllCCS	[M-H]-	167.1	32859911
AllCCS	[M+Na-2H]-	167.4	32859911
AllCCS	[M+HCOO]-	167.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	7.46 minutes	32390414
Predicted by Siyang on May 30, 2022	18.1635 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.89 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	26.0 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2496.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	590.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	218.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	311.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	235.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	769.9 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	784.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	95.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1445.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	546.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1613.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	502.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	424.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	396.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	507.5 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	7.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Thellungianin G	CCC(C)C(=O)OC1=C(C=C(OC)C=C1)C1OC1C	2727.0	Standard polar	33892256
Thellungianin G	CCC(C)C(=O)OC1=C(C=C(OC)C=C1)C1OC1C	1940.3	Standard non polar	33892256
Thellungianin G	CCC(C)C(=O)OC1=C(C=C(OC)C=C1)C1OC1C	1918.3	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 - Thellungianin G GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-5920000000-8ab84559f236f2b98a91	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thellungianin G GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thellungianin G 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 - Thellungianin G 10V, Positive-QTOF	splash10-014i-4390000000-4cb8e2f7d303883e3725	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thellungianin G 20V, Positive-QTOF	splash10-06ri-9540000000-24a4d4d01b3744a1c4c6	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thellungianin G 40V, Positive-QTOF	splash10-0a4i-9200000000-7041af99c259d4a97e18	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thellungianin G 10V, Negative-QTOF	splash10-03di-1290000000-08201cf560be9198cd46	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thellungianin G 20V, Negative-QTOF	splash10-08fr-6790000000-03a27acaf56ceada2abb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thellungianin G 40V, Negative-QTOF	splash10-074r-4900000000-70f1dcb87da625fe944e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thellungianin G 10V, Positive-QTOF	splash10-014i-0190000000-e8c87c58353ed42de4b8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thellungianin G 20V, Positive-QTOF	splash10-014i-0590000000-bb5165d9c65e949ab7cc	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thellungianin G 40V, Positive-QTOF	splash10-06y9-2920000000-2a4935ae1562b9bd08a8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thellungianin G 10V, Negative-QTOF	splash10-03di-0190000000-fb1eb87e87e7b1fe8cd1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thellungianin G 20V, Negative-QTOF	splash10-03e9-0920000000-ab2080bdfe07af8091f3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thellungianin G 40V, Negative-QTOF	splash10-0a4i-9500000000-151df87dc12f2060b62a	2021-09-24	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

FDB014558

KNApSAcK ID

C00058290

Chemspider ID

474483

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

545130

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1851741

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 Thellungianin G (HMDB0035805)

MOL for HMDB0035805 (Thellungianin G)

3D MOL for HMDB0035805 (Thellungianin G)

3D SDF for HMDB0035805 (Thellungianin G)

3D-SDF for HMDB0035805 (Thellungianin G)

PDB for HMDB0035805 (Thellungianin G)

3D PDB for HMDB0035805 (Thellungianin G)

SMILES for HMDB0035805 (Thellungianin G)

INCHI for HMDB0035805 (Thellungianin G)

Structure for HMDB0035805 (Thellungianin G)

3D Structure for HMDB0035805 (Thellungianin G)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra