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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:52:39 UTC

Update Date

2022-03-07 02:55:25 UTC

HMDB ID

HMDB0037626

Secondary Accession Numbers

HMDB37626

Metabolite Identification

Common Name

1-Ethylhexyl tiglate

Description

1-Ethylhexyl tiglate belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Based on a literature review a small amount of articles have been published on 1-Ethylhexyl tiglate.

Structure

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

HMDB0037626
     RDKit          3D
1-Ethylhexyl tiglate
 39 38  0  0  0  0  0  0  0  0999 V2000
   -4.6217   -0.2579   -2.1085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5935   -1.0676   -0.8903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5423   -1.0260   -0.0979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5269   -1.8521    1.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4232   -0.1718   -0.4506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3456    0.5495   -1.4529 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2904   -0.1217    0.3956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1754    0.6986    0.0897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0155    1.6595    1.2523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3060    2.4533    1.3381 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0102   -0.2314   -0.0263 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2878    0.4940   -0.3520 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3837   -0.5630   -0.4362 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7200    0.0787   -0.7632 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7363   -1.0460   -0.8246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6149   -0.4247   -2.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8460   -0.5219   -2.8566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5915    0.8382   -1.9426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4617   -1.7014   -0.6598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7435   -1.1712    1.9896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2147   -2.7095    1.0800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4662   -2.2027    1.3027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3933    1.2148   -0.8496 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8203    2.3460    1.1451 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0824    1.1230    2.2150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5438    2.9760    0.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2333    3.2168    2.1385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1742    1.7818    1.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7948   -0.9244   -0.8630 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1350   -0.7353    0.9411 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6024    1.2152    0.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2338    1.0354   -1.3176 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1708   -1.3063   -1.2439 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4462   -1.1161    0.5163 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0454    0.7830    0.0125 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6499    0.5864   -1.7321 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7241   -0.6333   -1.1422 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8742   -1.3854    0.2396 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4062   -1.8807   -1.4616 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  4 20  1  0
  4 21  1  0
  4 22  1  0
  8 23  1  0
  9 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
M  END


  Mrv0541 05061309542D          

 15 14  0  0  0  0            999 V2000
   -3.6020   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8283   -2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6849   -3.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1138   -0.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8283   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0296   -2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4586   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7441   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1138   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0296   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3993   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3993   -2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6849   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  8  5  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11  4  1  0  0  0  0
 11  6  2  0  0  0  0
 12  7  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14 13  2  0  0  0  0
 15 12  1  0  0  0  0
 15 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037626

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCC(CC)OC(=O)C(\C)=C/C

> <INCHI_IDENTIFIER>
InChI=1S/C13H24O2/c1-5-8-9-10-12(7-3)15-13(14)11(4)6-2/h6,12H,5,7-10H2,1-4H3/b11-6-

> <INCHI_KEY>
LMBAQNNBRWRROG-WDZFZDKYSA-N

> <FORMULA>
C13H24O2

> <MOLECULAR_WEIGHT>
212.3285

> <EXACT_MASS>
212.177630012

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
26.03396751601378

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
octan-3-yl (2Z)-2-methylbut-2-enoate

> <ALOGPS_LOGP>
5.25

> <JCHEM_LOGP>
4.846493930333334

> <ALOGPS_LOGS>
-4.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.850053834846069

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
64.10950000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.73e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
octan-3-yl (2Z)-2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0037626
     RDKit          3D
1-Ethylhexyl tiglate
 39 38  0  0  0  0  0  0  0  0999 V2000
   -4.6217   -0.2579   -2.1085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5935   -1.0676   -0.8903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5423   -1.0260   -0.0979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5269   -1.8521    1.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4232   -0.1718   -0.4506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3456    0.5495   -1.4529 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2904   -0.1217    0.3956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1754    0.6986    0.0897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0155    1.6595    1.2523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3060    2.4533    1.3381 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0102   -0.2314   -0.0263 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2878    0.4940   -0.3520 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3837   -0.5630   -0.4362 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7200    0.0787   -0.7632 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7363   -1.0460   -0.8246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6149   -0.4247   -2.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8460   -0.5219   -2.8566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5915    0.8382   -1.9426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4617   -1.7014   -0.6598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7435   -1.1712    1.9896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2147   -2.7095    1.0800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4662   -2.2027    1.3027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3933    1.2148   -0.8496 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8203    2.3460    1.1451 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0824    1.1230    2.2150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5438    2.9760    0.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2333    3.2168    2.1385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1742    1.7818    1.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7948   -0.9244   -0.8630 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1350   -0.7353    0.9411 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6024    1.2152    0.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2338    1.0354   -1.3176 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1708   -1.3063   -1.2439 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4462   -1.1161    0.5163 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0454    0.7830    0.0125 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6499    0.5864   -1.7321 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7241   -0.6333   -1.1422 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8742   -1.3854    0.2396 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4062   -1.8807   -1.4616 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  4 20  1  0
  4 21  1  0
  4 22  1  0
  8 23  1  0
  9 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 15 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      -6.724  -3.231   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.279  -5.541   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.278  -6.311   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.946  -1.691   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.390  -4.001   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.279  -4.001   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.055  -5.541   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.056  -3.231   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.723  -4.001   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.389  -3.231   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.946  -3.231   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.055  -4.001   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.612  -4.001   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.612  -5.541   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       1.278  -3.231   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2    6                                                            
CONECT    3    7                                                            
CONECT    4   11                                                            
CONECT    5    1    8                                                       
CONECT    6    2   11                                                       
CONECT    7    3   12                                                       
CONECT    8    5    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   12                                                       
CONECT   11    4    6   13                                                  
CONECT   12    7   10   15                                                  
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   12   13                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

COMPND    HMDB0037626
HETATM    1  C1  UNL     1      -4.622  -0.258  -2.109  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.594  -1.068  -0.890  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.542  -1.026  -0.098  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.527  -1.852   1.134  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.423  -0.172  -0.451  1.00  0.00           C  
HETATM    6  O1  UNL     1      -2.346   0.550  -1.453  1.00  0.00           O  
HETATM    7  O2  UNL     1      -1.290  -0.122   0.396  1.00  0.00           O  
HETATM    8  C6  UNL     1      -0.175   0.699   0.090  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.016   1.660   1.252  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.306   2.453   1.338  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.010  -0.231  -0.026  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.288   0.494  -0.352  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.384  -0.563  -0.436  1.00  0.00           C  
HETATM   14  C12 UNL     1       4.720   0.079  -0.763  1.00  0.00           C  
HETATM   15  C13 UNL     1       5.736  -1.046  -0.825  1.00  0.00           C  
HETATM   16  H1  UNL     1      -5.615  -0.425  -2.623  1.00  0.00           H  
HETATM   17  H2  UNL     1      -3.846  -0.522  -2.857  1.00  0.00           H  
HETATM   18  H3  UNL     1      -4.592   0.838  -1.943  1.00  0.00           H  
HETATM   19  H4  UNL     1      -5.462  -1.701  -0.660  1.00  0.00           H  
HETATM   20  H5  UNL     1      -3.743  -1.171   1.990  1.00  0.00           H  
HETATM   21  H6  UNL     1      -4.215  -2.710   1.080  1.00  0.00           H  
HETATM   22  H7  UNL     1      -2.466  -2.203   1.303  1.00  0.00           H  
HETATM   23  H8  UNL     1      -0.393   1.215  -0.850  1.00  0.00           H  
HETATM   24  H9  UNL     1       0.820   2.346   1.145  1.00  0.00           H  
HETATM   25  H10 UNL     1       0.082   1.123   2.215  1.00  0.00           H  
HETATM   26  H11 UNL     1      -1.544   2.976   0.388  1.00  0.00           H  
HETATM   27  H12 UNL     1      -1.233   3.217   2.138  1.00  0.00           H  
HETATM   28  H13 UNL     1      -2.174   1.782   1.549  1.00  0.00           H  
HETATM   29  H14 UNL     1       0.795  -0.924  -0.863  1.00  0.00           H  
HETATM   30  H15 UNL     1       1.135  -0.735   0.941  1.00  0.00           H  
HETATM   31  H16 UNL     1       2.602   1.215   0.407  1.00  0.00           H  
HETATM   32  H17 UNL     1       2.234   1.035  -1.318  1.00  0.00           H  
HETATM   33  H18 UNL     1       3.171  -1.306  -1.244  1.00  0.00           H  
HETATM   34  H19 UNL     1       3.446  -1.116   0.516  1.00  0.00           H  
HETATM   35  H20 UNL     1       5.045   0.783   0.013  1.00  0.00           H  
HETATM   36  H21 UNL     1       4.650   0.586  -1.732  1.00  0.00           H  
HETATM   37  H22 UNL     1       6.724  -0.633  -1.142  1.00  0.00           H  
HETATM   38  H23 UNL     1       5.874  -1.385   0.240  1.00  0.00           H  
HETATM   39  H24 UNL     1       5.406  -1.881  -1.462  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    3   19
CONECT    3    4    5
CONECT    4   20   21   22
CONECT    5    6    6    7
CONECT    7    8
CONECT    8    9   11   23
CONECT    9   10   24   25
CONECT   10   26   27   28
CONECT   11   12   29   30
CONECT   12   13   31   32
CONECT   13   14   33   34
CONECT   14   15   35   36
CONECT   15   37   38   39
END

HMDB0037626
     RDKit          3D
1-Ethylhexyl tiglate
 39 38  0  0  0  0  0  0  0  0999 V2000
   -4.6217   -0.2579   -2.1085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5935   -1.0676   -0.8903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5423   -1.0260   -0.0979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5269   -1.8521    1.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4232   -0.1718   -0.4506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3456    0.5495   -1.4529 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2904   -0.1217    0.3956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1754    0.6986    0.0897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0155    1.6595    1.2523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3060    2.4533    1.3381 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0102   -0.2314   -0.0263 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2878    0.4940   -0.3520 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3837   -0.5630   -0.4362 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7200    0.0787   -0.7632 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7363   -1.0460   -0.8246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6149   -0.4247   -2.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8460   -0.5219   -2.8566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5915    0.8382   -1.9426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4617   -1.7014   -0.6598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7435   -1.1712    1.9896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2147   -2.7095    1.0800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4662   -2.2027    1.3027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3933    1.2148   -0.8496 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8203    2.3460    1.1451 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0824    1.1230    2.2150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5438    2.9760    0.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2333    3.2168    2.1385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1742    1.7818    1.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7948   -0.9244   -0.8630 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1350   -0.7353    0.9411 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6024    1.2152    0.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2338    1.0354   -1.3176 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1708   -1.3063   -1.2439 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4462   -1.1161    0.5163 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0454    0.7830    0.0125 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6499    0.5864   -1.7321 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7241   -0.6333   -1.1422 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8742   -1.3854    0.2396 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4062   -1.8807   -1.4616 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  4 20  1  0
  4 21  1  0
  4 22  1  0
  8 23  1  0
  9 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Ethylhexyl tiglic acid	Generator
FEMA 3676	HMDB
Nonyl 2-methylisocrotonate	HMDB
Octan-3-yl (2Z)-2-methylbut-2-enoic acid	Generator

Chemical Formula

C₁₃H₂₄O₂

Average Molecular Weight

212.3285

Monoisotopic Molecular Weight

212.177630012

IUPAC Name

octan-3-yl (2Z)-2-methylbut-2-enoate

Traditional Name

octan-3-yl (2Z)-2-methylbut-2-enoate

CAS Registry Number

94133-92-3

SMILES

CCCCCC(CC)OC(=O)C(\C)=C/C

InChI Identifier

InChI=1S/C13H24O2/c1-5-8-9-10-12(7-3)15-13(14)11(4)6-2/h6,12H,5,7-10H2,1-4H3/b11-6-

InChI Key

LMBAQNNBRWRROG-WDZFZDKYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Fatty acid esters

Alternative Parents

Substituents

Fatty acid ester
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Cytoplasm (HMDB: HMDB0037626)
Cell membrane (HMDB: HMDB0037626)

Biofluid or Excreta

Urine (HMDB: HMDB0037626)

Cellular substructure

Extracellular (HMDB: HMDB0037626)
Membrane (HMDB: HMDB0037626)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037626)

Source

Endogenous

Endogenous (HMDB: HMDB0037626)

Animal

Animal (HMDB: HMDB0037626)

Exogenous

Food

Food (HMDB: HMDB0037626)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0037626)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0037626)

Cellular process

Cell signaling (HMDB: HMDB0037626)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0037626)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0037626)

Nutrient

Nutrient (HMDB: HMDB0037626)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0037626)

Food and nutrition

Food additive

Flavoring agent

Flavoring agent (HMDB: HMDB0037626)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	94.00 to 96.00 °C. @ 60.00 mm Hg	The Good Scents Company Information System
Water Solubility	1.83 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	5.126 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.017 g/L	ALOGPS
logP	5.25	ALOGPS
logP	4.85	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Basic)	-6.9	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	8	ChemAxon
Refractivity	64.11 m³·mol⁻¹	ChemAxon
Polarizability	26.03 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]+	154.212	31661259
DarkChem	[M-H]-	150.162	31661259
DeepCCS	[M+H]+	162.073	30932474
DeepCCS	[M-H]-	158.997	30932474
DeepCCS	[M-2H]-	194.771	30932474
DeepCCS	[M+Na]+	170.694	30932474
AllCCS	[M+H]+	158.1	32859911
AllCCS	[M+H-H2O]+	154.6	32859911
AllCCS	[M+NH4]+	161.3	32859911
AllCCS	[M+Na]+	162.2	32859911
AllCCS	[M-H]-	157.0	32859911
AllCCS	[M+Na-2H]-	158.4	32859911
AllCCS	[M+HCOO]-	160.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-Ethylhexyl tiglate	CCCCCC(CC)OC(=O)C(\C)=C/C	1725.5	Standard polar	33892256
1-Ethylhexyl tiglate	CCCCCC(CC)OC(=O)C(\C)=C/C	1416.5	Standard non polar	33892256
1-Ethylhexyl tiglate	CCCCCC(CC)OC(=O)C(\C)=C/C	1396.7	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 - 1-Ethylhexyl tiglate GC-MS (Non-derivatized) - 70eV, Positive	splash10-053r-9200000000-50f1f375dde167bf02d5	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Ethylhexyl tiglate 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 - 1-Ethylhexyl tiglate 10V, Positive-QTOF	splash10-03di-3490000000-65af0f56bdbb4b5dadf1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Ethylhexyl tiglate 20V, Positive-QTOF	splash10-03e9-9810000000-b755e719e112c316dde3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Ethylhexyl tiglate 40V, Positive-QTOF	splash10-0a4l-9000000000-8bbe68c168696ffef916	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Ethylhexyl tiglate 10V, Negative-QTOF	splash10-03di-1190000000-426d3cb7b063a163a94d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Ethylhexyl tiglate 20V, Negative-QTOF	splash10-03di-9880000000-abbc0fc7994a75583320	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Ethylhexyl tiglate 40V, Negative-QTOF	splash10-06vj-9400000000-c942366310928f7b5157	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Ethylhexyl tiglate 10V, Positive-QTOF	splash10-01q9-9400000000-29f4c143d064a8905e3f	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Ethylhexyl tiglate 20V, Positive-QTOF	splash10-0a59-9000000000-4b6e4e970cd6186cad2d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Ethylhexyl tiglate 40V, Positive-QTOF	splash10-0a4i-9000000000-4767a78dadb4b86b8955	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Ethylhexyl tiglate 10V, Negative-QTOF	splash10-03dj-5190000000-34944d14fd96b4e3335a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Ethylhexyl tiglate 20V, Negative-QTOF	splash10-004j-6900000000-86181a2d7346d3982810	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Ethylhexyl tiglate 40V, Negative-QTOF	splash10-0a4i-9200000000-7df141efe40902ed257b	2021-09-25	Wishart 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

FDB016740

KNApSAcK ID

Not Available

Chemspider ID

35014445

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752217

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1037381

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 1-Ethylhexyl tiglate (HMDB0037626)

MOL for HMDB0037626 (1-Ethylhexyl tiglate)

3D MOL for HMDB0037626 (1-Ethylhexyl tiglate)

3D SDF for HMDB0037626 (1-Ethylhexyl tiglate)

3D-SDF for HMDB0037626 (1-Ethylhexyl tiglate)

PDB for HMDB0037626 (1-Ethylhexyl tiglate)

3D PDB for HMDB0037626 (1-Ethylhexyl tiglate)

SMILES for HMDB0037626 (1-Ethylhexyl tiglate)

INCHI for HMDB0037626 (1-Ethylhexyl tiglate)

Structure for HMDB0037626 (1-Ethylhexyl tiglate)

3D Structure for HMDB0037626 (1-Ethylhexyl tiglate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra