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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:14:46 UTC

Update Date

2023-02-21 17:28:48 UTC

HMDB ID

HMDB0041554

Secondary Accession Numbers

HMDB41554

Metabolite Identification

Common Name

Artemisyl propionate

Description

Artemisyl propionate belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group). Based on a literature review very few articles have been published on Artemisyl propionate.

Structure

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

HMDB0041554
     RDKit          3D
Artemisyl propionate
 37 36  0  0  0  0  0  0  0  0999 V2000
    3.5081    1.0584    1.0583 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3120    0.4891    1.0866 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6313    0.1327   -0.1831 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3316   -1.0946   -0.7296 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8335    1.2058   -1.2399 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1529   -0.1139    0.0103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0274   -1.2487    0.9806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6701   -2.3579    0.6450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2568   -2.5552   -0.7145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8316   -3.4614    1.6243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5398    1.0060    0.4628 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5847    1.5817   -0.2157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9273    1.0656   -1.3000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3314    2.7756    0.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4201    3.1508   -0.7252 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0368    1.3331    1.9629 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9988    1.2687    0.1167 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7979    0.2672    2.0090 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3464   -0.7533   -1.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4627   -1.8861    0.0156 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8397   -1.4505   -1.6707 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6560    2.2172   -0.8680 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8636    1.0898   -1.6373 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1342    0.9895   -2.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2516   -0.4701   -0.9584 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3677   -1.1867    1.9881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8858   -3.4389   -0.7380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9065   -1.6594   -0.9404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4945   -2.6168   -1.5043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0697   -4.2664    1.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8297   -3.9430    1.5355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7660   -3.0147    2.6434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7627    2.5721    1.2476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6400    3.6535    0.3413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7200    4.2057   -0.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2801    2.4726   -0.5076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0773    2.9824   -1.7840 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  3  6  1  0
  6  7  1  0
  7  8  2  3
  8  9  1  0
  8 10  1  0
  6 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  4 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 10 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
M  END


  Mrv0541 05061312452D          

 15 14  0  0  0  0            999 V2000
    0.0000   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
  8  2  2  0  0  0  0
 10  3  1  0  0  0  0
 10  4  1  0  0  0  0
 10  9  2  0  0  0  0
 11  9  1  0  0  0  0
 12  7  1  0  0  0  0
 13  5  1  0  0  0  0
 13  6  1  0  0  0  0
 13  8  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  2  0  0  0  0
 15 11  1  0  0  0  0
 15 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041554

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC(=O)OC(C=C(C)C)C(C)(C)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C13H22O2/c1-7-12(14)15-11(9-10(3)4)13(5,6)8-2/h8-9,11H,2,7H2,1,3-6H3

> <INCHI_KEY>
OTRUQIDANLIZDL-UHFFFAOYSA-N

> <FORMULA>
C13H22O2

> <MOLECULAR_WEIGHT>
210.3126

> <EXACT_MASS>
210.161979948

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
25.04814486641486

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,3,6-trimethylhepta-1,5-dien-4-yl propanoate

> <ALOGPS_LOGP>
4.20

> <JCHEM_LOGP>
3.8069820529999996

> <ALOGPS_LOGS>
-3.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.051049125136084

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
63.615500000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.64e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,3,6-trimethylhepta-1,5-dien-4-yl propanoate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0041554
     RDKit          3D
Artemisyl propionate
 37 36  0  0  0  0  0  0  0  0999 V2000
    3.5081    1.0584    1.0583 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3120    0.4891    1.0866 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6313    0.1327   -0.1831 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3316   -1.0946   -0.7296 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8335    1.2058   -1.2399 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1529   -0.1139    0.0103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0274   -1.2487    0.9806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6701   -2.3579    0.6450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2568   -2.5552   -0.7145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8316   -3.4614    1.6243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5398    1.0060    0.4628 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5847    1.5817   -0.2157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9273    1.0656   -1.3000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3314    2.7756    0.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4201    3.1508   -0.7252 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0368    1.3331    1.9629 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9988    1.2687    0.1167 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7979    0.2672    2.0090 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3464   -0.7533   -1.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4627   -1.8861    0.0156 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8397   -1.4505   -1.6707 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6560    2.2172   -0.8680 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8636    1.0898   -1.6373 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1342    0.9895   -2.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2516   -0.4701   -0.9584 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3677   -1.1867    1.9881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8858   -3.4389   -0.7380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9065   -1.6594   -0.9404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4945   -2.6168   -1.5043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0697   -4.2664    1.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8297   -3.9430    1.5355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7660   -3.0147    2.6434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7627    2.5721    1.2476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6400    3.6535    0.3413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7200    4.2057   -0.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2801    2.4726   -0.5076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0773    2.9824   -1.7840 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  3  6  1  0
  6  7  1  0
  7  8  2  3
  8  9  1  0
  8 10  1  0
  6 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  4 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 10 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 15 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       0.000  -5.335   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.160   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.770   1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.850  -2.874   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.850   0.206   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.540  -5.335   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.390  -1.334   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.310  -4.001   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.850  -1.334   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       3.850  -4.001   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       1.540  -2.667   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2    8                                                            
CONECT    3   10                                                            
CONECT    4   10                                                            
CONECT    5   13                                                            
CONECT    6   13                                                            
CONECT    7    1   12                                                       
CONECT    8    2   13                                                       
CONECT    9   10   11                                                       
CONECT   10    3    4    9                                                  
CONECT   11    9   13   15                                                  
CONECT   12    7   14   15                                                  
CONECT   13    5    6    8   11                                             
CONECT   14   12                                                            
CONECT   15   11   12                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

COMPND    HMDB0041554
HETATM    1  C1  UNL     1       3.508   1.058   1.058  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.312   0.489   1.087  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.631   0.133  -0.183  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.332  -1.095  -0.730  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.833   1.206  -1.240  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.153  -0.114   0.010  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.027  -1.249   0.981  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.670  -2.358   0.645  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.257  -2.555  -0.714  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.832  -3.461   1.624  1.00  0.00           C  
HETATM   11  O1  UNL     1      -0.540   1.006   0.463  1.00  0.00           O  
HETATM   12  C11 UNL     1      -1.585   1.582  -0.216  1.00  0.00           C  
HETATM   13  O2  UNL     1      -1.927   1.066  -1.300  1.00  0.00           O  
HETATM   14  C12 UNL     1      -2.331   2.776   0.256  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.420   3.151  -0.725  1.00  0.00           C  
HETATM   16  H1  UNL     1       4.037   1.333   1.963  1.00  0.00           H  
HETATM   17  H2  UNL     1       3.999   1.269   0.117  1.00  0.00           H  
HETATM   18  H3  UNL     1       1.798   0.267   2.009  1.00  0.00           H  
HETATM   19  H4  UNL     1       3.346  -0.753  -1.048  1.00  0.00           H  
HETATM   20  H5  UNL     1       2.463  -1.886   0.016  1.00  0.00           H  
HETATM   21  H6  UNL     1       1.840  -1.451  -1.671  1.00  0.00           H  
HETATM   22  H7  UNL     1       1.656   2.217  -0.868  1.00  0.00           H  
HETATM   23  H8  UNL     1       2.864   1.090  -1.637  1.00  0.00           H  
HETATM   24  H9  UNL     1       1.134   0.990  -2.056  1.00  0.00           H  
HETATM   25  H10 UNL     1      -0.252  -0.470  -0.958  1.00  0.00           H  
HETATM   26  H11 UNL     1       0.368  -1.187   1.988  1.00  0.00           H  
HETATM   27  H12 UNL     1      -1.886  -3.439  -0.738  1.00  0.00           H  
HETATM   28  H13 UNL     1      -1.907  -1.659  -0.940  1.00  0.00           H  
HETATM   29  H14 UNL     1      -0.494  -2.617  -1.504  1.00  0.00           H  
HETATM   30  H15 UNL     1      -0.070  -4.266   1.477  1.00  0.00           H  
HETATM   31  H16 UNL     1      -1.830  -3.943   1.536  1.00  0.00           H  
HETATM   32  H17 UNL     1      -0.766  -3.015   2.643  1.00  0.00           H  
HETATM   33  H18 UNL     1      -2.763   2.572   1.248  1.00  0.00           H  
HETATM   34  H19 UNL     1      -1.640   3.653   0.341  1.00  0.00           H  
HETATM   35  H20 UNL     1      -3.720   4.206  -0.640  1.00  0.00           H  
HETATM   36  H21 UNL     1      -4.280   2.473  -0.508  1.00  0.00           H  
HETATM   37  H22 UNL     1      -3.077   2.982  -1.784  1.00  0.00           H  
CONECT    1    2    2   16   17
CONECT    2    3   18
CONECT    3    4    5    6
CONECT    4   19   20   21
CONECT    5   22   23   24
CONECT    6    7   11   25
CONECT    7    8    8   26
CONECT    8    9   10
CONECT    9   27   28   29
CONECT   10   30   31   32
CONECT   11   12
CONECT   12   13   13   14
CONECT   14   15   33   34
CONECT   15   35   36   37
END

HMDB0041554
     RDKit          3D
Artemisyl propionate
 37 36  0  0  0  0  0  0  0  0999 V2000
    3.5081    1.0584    1.0583 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3120    0.4891    1.0866 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6313    0.1327   -0.1831 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3316   -1.0946   -0.7296 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8335    1.2058   -1.2399 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1529   -0.1139    0.0103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0274   -1.2487    0.9806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6701   -2.3579    0.6450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2568   -2.5552   -0.7145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8316   -3.4614    1.6243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5398    1.0060    0.4628 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5847    1.5817   -0.2157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9273    1.0656   -1.3000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3314    2.7756    0.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4201    3.1508   -0.7252 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0368    1.3331    1.9629 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9988    1.2687    0.1167 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7979    0.2672    2.0090 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3464   -0.7533   -1.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4627   -1.8861    0.0156 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8397   -1.4505   -1.6707 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6560    2.2172   -0.8680 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8636    1.0898   -1.6373 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1342    0.9895   -2.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2516   -0.4701   -0.9584 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3677   -1.1867    1.9881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8858   -3.4389   -0.7380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9065   -1.6594   -0.9404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4945   -2.6168   -1.5043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0697   -4.2664    1.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8297   -3.9430    1.5355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7660   -3.0147    2.6434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7627    2.5721    1.2476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6400    3.6535    0.3413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7200    4.2057   -0.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2801    2.4726   -0.5076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0773    2.9824   -1.7840 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  3  6  1  0
  6  7  1  0
  7  8  2  3
  8  9  1  0
  8 10  1  0
  6 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  4 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 10 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Artemisyl propionic acid	Generator
3,3,6-Trimethylhepta-1,5-dien-4-yl propanoic acid	HMDB

Chemical Formula

C₁₃H₂₂O₂

Average Molecular Weight

210.3126

Monoisotopic Molecular Weight

210.161979948

IUPAC Name

3,3,6-trimethylhepta-1,5-dien-4-yl propanoate

Traditional Name

3,3,6-trimethylhepta-1,5-dien-4-yl propanoate

CAS Registry Number

79507-84-9

SMILES

CCC(=O)OC(C=C(C)C)C(C)(C)C=C

InChI Identifier

InChI=1S/C13H22O2/c1-7-12(14)15-11(9-10(3)4)13(5,6)8-2/h8-9,11H,2,7H2,1,3-6H3

InChI Key

OTRUQIDANLIZDL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acid derivatives

Direct Parent

Carboxylic acid esters

Alternative Parents

Substituents

Carboxylic acid ester
Monocarboxylic acid or derivatives
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Source

Endogenous

Endogenous (HMDB: HMDB0041554)

Exogenous

Food

Food (HMDB: HMDB0041554)

Exogenous (HMDB: HMDB0041554)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0041554)

Role

Biological role

Energy source (HMDB: HMDB0041554)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0041554)

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	3.05 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	0.046 g/L	ALOGPS
logP	4.2	ALOGPS
logP	3.81	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	63.62 m³·mol⁻¹	ChemAxon
Polarizability	25.05 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	152.341	31661259
DarkChem	[M-H]-	149.377	31661259
DeepCCS	[M+H]+	153.711	30932474
DeepCCS	[M-H]-	151.353	30932474
DeepCCS	[M-2H]-	185.044	30932474
DeepCCS	[M+Na]+	159.972	30932474
AllCCS	[M+H]+	151.2	32859911
AllCCS	[M+H-H2O]+	147.6	32859911
AllCCS	[M+NH4]+	154.5	32859911
AllCCS	[M+Na]+	155.5	32859911
AllCCS	[M-H]-	152.5	32859911
AllCCS	[M+Na-2H]-	153.6	32859911
AllCCS	[M+HCOO]-	154.9	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.	7.07 minutes	32390414
Predicted by Siyang on May 30, 2022	16.0394 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.91 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	24.9 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2707.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	449.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	185.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	255.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	85.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	543.9 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	745.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	76.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1339.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	587.7 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	1319.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	426.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	404.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	432.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	417.1 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	9.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Artemisyl propionate	CCC(=O)OC(C=C(C)C)C(C)(C)C=C	1558.4	Standard polar	33892256
Artemisyl propionate	CCC(=O)OC(C=C(C)C)C(C)(C)C=C	1275.2	Standard non polar	33892256
Artemisyl propionate	CCC(=O)OC(C=C(C)C)C(C)(C)C=C	1298.5	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 - Artemisyl propionate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0670-9400000000-07b869acbcd0086c9bcd	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Artemisyl propionate 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 - Artemisyl propionate 10V, Positive-QTOF	splash10-08fr-7790000000-69f6e76ef9529620d3e7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artemisyl propionate 20V, Positive-QTOF	splash10-0a4r-9600000000-043390b5bf203c917fdc	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artemisyl propionate 40V, Positive-QTOF	splash10-0a4i-9000000000-6bac363a390aecd374d2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artemisyl propionate 10V, Negative-QTOF	splash10-0a4i-2490000000-6fb1f3cd356c9d445579	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artemisyl propionate 20V, Negative-QTOF	splash10-0pb9-6930000000-b41d71866d06403d0002	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artemisyl propionate 40V, Negative-QTOF	splash10-0a4i-9500000000-61cfdf124e1190a44f48	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artemisyl propionate 10V, Negative-QTOF	splash10-00di-9120000000-f1fa307e873a51bdb4fe	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artemisyl propionate 20V, Negative-QTOF	splash10-00di-9300000000-f98373b12955945516bd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artemisyl propionate 40V, Negative-QTOF	splash10-0089-9000000000-ff8a0f5fd930b4df0675	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artemisyl propionate 10V, Positive-QTOF	splash10-02t9-6900000000-4a5637952f714a768cb5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artemisyl propionate 20V, Positive-QTOF	splash10-014i-9200000000-e9f2da0c71368cf82c41	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artemisyl propionate 40V, Positive-QTOF	splash10-014i-9000000000-2b92b3abb984440127a2	2021-09-22	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
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

FDB021538

KNApSAcK ID

C00054420

Chemspider ID

35015203

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101415797

PDB ID

Not Available

ChEBI ID

174074

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1893341

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 Artemisyl propionate (HMDB0041554)

MOL for HMDB0041554 (Artemisyl propionate)

3D MOL for HMDB0041554 (Artemisyl propionate)

3D SDF for HMDB0041554 (Artemisyl propionate)

3D-SDF for HMDB0041554 (Artemisyl propionate)

PDB for HMDB0041554 (Artemisyl propionate)

3D PDB for HMDB0041554 (Artemisyl propionate)

SMILES for HMDB0041554 (Artemisyl propionate)

INCHI for HMDB0041554 (Artemisyl propionate)

Structure for HMDB0041554 (Artemisyl propionate)

3D Structure for HMDB0041554 (Artemisyl propionate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra