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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:36:43 UTC

Update Date

2022-03-07 02:52:32 UTC

HMDB ID

HMDB0030426

Secondary Accession Numbers

HMDB30426

Metabolite Identification

Common Name

Linalyl isobutyrate

Description

Linalyl isobutyrate belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle. Based on a literature review a small amount of articles have been published on Linalyl isobutyrate.

Structure

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

HMDB0030426
     RDKit          3D
Linalyl isobutyrate
 40 39  0  0  0  0  0  0  0  0999 V2000
   -0.3732    2.7154    0.8761 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3795    1.7200    1.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2295    0.3722    1.4675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5787    0.2604    2.9603 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6987   -0.7432    1.1317 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2235   -0.7872   -0.2552 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9979    0.3728   -0.6847 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2923    0.2564   -1.0331 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9413   -1.0753   -0.9788 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1045    1.4097   -1.4721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4092    0.3617    0.6872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2863   -0.6681    0.5448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0865   -1.7336    1.1371 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4973   -0.5093   -0.3323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3286   -1.7504   -0.3530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0672   -0.1693   -1.7515 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0434    3.7073    0.7540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4220    2.5961    0.6224 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4043    1.9053    1.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3034    0.5804    3.5576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8863   -0.7715    3.2081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    0.9297    3.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2027   -1.7141    1.3714 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5749   -0.7171    1.8571 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8639   -1.7119   -0.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3730   -0.9591   -0.9718 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5847    1.3552   -0.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4303   -1.7500   -1.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0114   -1.0279   -1.2871 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8367   -1.4730    0.0552 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7373    2.3200   -0.9452 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0607    1.5773   -2.5616 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1654    1.2802   -1.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0788    0.3200    0.1203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0652   -2.4625    0.4677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3980   -1.4657   -0.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2416   -2.2592   -1.3563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0124    0.1751   -1.6936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1329   -1.0976   -2.3535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7273    0.6307   -2.1321 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
  5  6  1  0
  6  7  1  0
  7  8  2  3
  8  9  1  0
  8 10  1  0
  3 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 14 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
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  9 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 10 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
M  END


  Mrv0541 05061305132D          

 16 15  0  0  0  0            999 V2000
    0.5230    1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    5.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    3.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    3.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  2  0  0  0  0
  9  8  1  0  0  0  0
 10  8  1  0  0  0  0
 11  2  1  0  0  0  0
 11  3  1  0  0  0  0
 11  9  2  0  0  0  0
 12  4  1  0  0  0  0
 12  5  1  0  0  0  0
 13 12  1  0  0  0  0
 14  6  1  0  0  0  0
 14  7  1  0  0  0  0
 14 10  1  0  0  0  0
 15 13  2  0  0  0  0
 16 13  1  0  0  0  0
 16 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030426

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C14H24O2/c1-7-14(6,10-8-9-11(2)3)16-13(15)12(4)5/h7,9,12H,1,8,10H2,2-6H3

> <INCHI_KEY>
JZIARAQCPRDGAC-UHFFFAOYSA-N

> <FORMULA>
C14H24O2

> <MOLECULAR_WEIGHT>
224.3392

> <EXACT_MASS>
224.177630012

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
27.06276909483708

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,7-dimethylocta-1,6-dien-3-yl 2-methylpropanoate

> <ALOGPS_LOGP>
4.53

> <JCHEM_LOGP>
4.332139988333333

> <ALOGPS_LOGS>
-4.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.093240943231159

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
68.5595

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.12e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,7-dimethylocta-1,6-dien-3-yl 2-methylpropanoate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0030426
     RDKit          3D
Linalyl isobutyrate
 40 39  0  0  0  0  0  0  0  0999 V2000
   -0.3732    2.7154    0.8761 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3795    1.7200    1.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2295    0.3722    1.4675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5787    0.2604    2.9603 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6987   -0.7432    1.1317 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2235   -0.7872   -0.2552 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9979    0.3728   -0.6847 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2923    0.2564   -1.0331 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9413   -1.0753   -0.9788 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1045    1.4097   -1.4721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4092    0.3617    0.6872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2863   -0.6681    0.5448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0865   -1.7336    1.1371 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4973   -0.5093   -0.3323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3286   -1.7504   -0.3530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0672   -0.1693   -1.7515 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0434    3.7073    0.7540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4220    2.5961    0.6224 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4043    1.9053    1.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3034    0.5804    3.5576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8863   -0.7715    3.2081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    0.9297    3.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2027   -1.7141    1.3714 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5749   -0.7171    1.8571 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8639   -1.7119   -0.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3730   -0.9591   -0.9718 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5847    1.3552   -0.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4303   -1.7500   -1.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0114   -1.0279   -1.2871 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8367   -1.4730    0.0552 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7373    2.3200   -0.9452 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0607    1.5773   -2.5616 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1654    1.2802   -1.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0788    0.3200    0.1203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0652   -2.4625    0.4677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3980   -1.4657   -0.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2416   -2.2592   -1.3563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0124    0.1751   -1.6936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1329   -1.0976   -2.3535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7273    0.6307   -2.1321 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
  5  6  1  0
  6  7  1  0
  7  8  2  3
  8  9  1  0
  8 10  1  0
  3 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 14 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
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  9 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 10 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  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       0.976   3.231   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.390   0.206   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.080   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.310   8.208   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   9.542   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.644   6.311   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.976   4.771   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.620   4.207   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.390   2.874   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.080   4.207   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.620   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.770   8.208   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   6.875   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.310   5.541   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.770   5.541   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       1.540   6.875   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2   11                                                            
CONECT    3   11                                                            
CONECT    4   12                                                            
CONECT    5   12                                                            
CONECT    6   14                                                            
CONECT    7    1   14                                                       
CONECT    8    9   10                                                       
CONECT    9    8   11                                                       
CONECT   10    8   14                                                       
CONECT   11    2    3    9                                                  
CONECT   12    4    5   13                                                  
CONECT   13   12   15   16                                                  
CONECT   14    6    7   10   16                                             
CONECT   15   13                                                            
CONECT   16   13   14                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

COMPND    HMDB0030426
HETATM    1  C1  UNL     1      -0.373   2.715   0.876  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.379   1.720   1.313  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.230   0.372   1.467  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.579   0.260   2.960  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.699  -0.743   1.132  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.223  -0.787  -0.255  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.998   0.373  -0.685  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.292   0.256  -1.033  1.00  0.00           C  
HETATM    9  C9  UNL     1       3.941  -1.075  -0.979  1.00  0.00           C  
HETATM   10  C10 UNL     1       4.104   1.410  -1.472  1.00  0.00           C  
HETATM   11  O1  UNL     1      -1.409   0.362   0.687  1.00  0.00           O  
HETATM   12  C11 UNL     1      -2.286  -0.668   0.545  1.00  0.00           C  
HETATM   13  O2  UNL     1      -2.087  -1.734   1.137  1.00  0.00           O  
HETATM   14  C12 UNL     1      -3.497  -0.509  -0.332  1.00  0.00           C  
HETATM   15  C13 UNL     1      -4.329  -1.750  -0.353  1.00  0.00           C  
HETATM   16  C14 UNL     1      -3.067  -0.169  -1.751  1.00  0.00           C  
HETATM   17  H1  UNL     1       0.043   3.707   0.754  1.00  0.00           H  
HETATM   18  H2  UNL     1      -1.422   2.596   0.622  1.00  0.00           H  
HETATM   19  H3  UNL     1       1.404   1.905   1.549  1.00  0.00           H  
HETATM   20  H4  UNL     1       0.303   0.580   3.558  1.00  0.00           H  
HETATM   21  H5  UNL     1      -0.886  -0.771   3.208  1.00  0.00           H  
HETATM   22  H6  UNL     1      -1.409   0.930   3.220  1.00  0.00           H  
HETATM   23  H7  UNL     1       0.203  -1.714   1.371  1.00  0.00           H  
HETATM   24  H8  UNL     1       1.575  -0.717   1.857  1.00  0.00           H  
HETATM   25  H9  UNL     1       1.864  -1.712  -0.374  1.00  0.00           H  
HETATM   26  H10 UNL     1       0.373  -0.959  -0.972  1.00  0.00           H  
HETATM   27  H11 UNL     1       1.585   1.355  -0.755  1.00  0.00           H  
HETATM   28  H12 UNL     1       3.430  -1.750  -1.669  1.00  0.00           H  
HETATM   29  H13 UNL     1       5.011  -1.028  -1.287  1.00  0.00           H  
HETATM   30  H14 UNL     1       3.837  -1.473   0.055  1.00  0.00           H  
HETATM   31  H15 UNL     1       3.737   2.320  -0.945  1.00  0.00           H  
HETATM   32  H16 UNL     1       4.061   1.577  -2.562  1.00  0.00           H  
HETATM   33  H17 UNL     1       5.165   1.280  -1.172  1.00  0.00           H  
HETATM   34  H18 UNL     1      -4.079   0.320   0.120  1.00  0.00           H  
HETATM   35  H19 UNL     1      -4.065  -2.462   0.468  1.00  0.00           H  
HETATM   36  H20 UNL     1      -5.398  -1.466  -0.272  1.00  0.00           H  
HETATM   37  H21 UNL     1      -4.242  -2.259  -1.356  1.00  0.00           H  
HETATM   38  H22 UNL     1      -2.012   0.175  -1.694  1.00  0.00           H  
HETATM   39  H23 UNL     1      -3.133  -1.098  -2.354  1.00  0.00           H  
HETATM   40  H24 UNL     1      -3.727   0.631  -2.132  1.00  0.00           H  
CONECT    1    2    2   17   18
CONECT    2    3   19
CONECT    3    4    5   11
CONECT    4   20   21   22
CONECT    5    6   23   24
CONECT    6    7   25   26
CONECT    7    8    8   27
CONECT    8    9   10
CONECT    9   28   29   30
CONECT   10   31   32   33
CONECT   11   12
CONECT   12   13   13   14
CONECT   14   15   16   34
CONECT   15   35   36   37
CONECT   16   38   39   40
END

HMDB0030426
     RDKit          3D
Linalyl isobutyrate
 40 39  0  0  0  0  0  0  0  0999 V2000
   -0.3732    2.7154    0.8761 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3795    1.7200    1.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2295    0.3722    1.4675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5787    0.2604    2.9603 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6987   -0.7432    1.1317 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2235   -0.7872   -0.2552 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9979    0.3728   -0.6847 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2923    0.2564   -1.0331 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9413   -1.0753   -0.9788 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1045    1.4097   -1.4721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4092    0.3617    0.6872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2863   -0.6681    0.5448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0865   -1.7336    1.1371 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4973   -0.5093   -0.3323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3286   -1.7504   -0.3530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0672   -0.1693   -1.7515 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0434    3.7073    0.7540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4220    2.5961    0.6224 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4043    1.9053    1.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3034    0.5804    3.5576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8863   -0.7715    3.2081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    0.9297    3.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2027   -1.7141    1.3714 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5749   -0.7171    1.8571 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8639   -1.7119   -0.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3730   -0.9591   -0.9718 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5847    1.3552   -0.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4303   -1.7500   -1.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0114   -1.0279   -1.2871 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8367   -1.4730    0.0552 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7373    2.3200   -0.9452 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0607    1.5773   -2.5616 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1654    1.2802   -1.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0788    0.3200    0.1203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0652   -2.4625    0.4677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3980   -1.4657   -0.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2416   -2.2592   -1.3563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0124    0.1751   -1.6936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1329   -1.0976   -2.3535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7273    0.6307   -2.1321 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
  5  6  1  0
  6  7  1  0
  7  8  2  3
  8  9  1  0
  8 10  1  0
  3 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 14 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
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  9 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 10 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Linalyl isobutyric acid	Generator
3,7-Dimethyl-1,6-octadien-3-yl isobutyrate	MeSH
(1)-1,5-Dimethyl-1-vinylhex-4-enyl isobutyrate	HMDB
1,5-Dimethyl-1-vinyl-4-hexenyl 2-methylpropanoate	HMDB
1,5-Dimethyl-1-vinyl-4-hexenyl isobutyrate	HMDB
1,5-Dimethyl-1-vinylhex-4-enyl isobutyrate	HMDB
1,6-Octadien-3-ol, 3,7-dimethyl-, isobutyrate	HMDB
1-Ethenyl-1,5-dimethyl-4-hexenyl 2-methylpropanoate	HMDB
3, 7-Dimethyl-1,6-octadien-3-yl isobutyrate	HMDB
3,7-Dimethyl-1, 6-octadienyl isobutyrate	HMDB
3,7-Dimethyl-1,6-octadien-3-ol isobutyrate	HMDB
3,7-Dimethyl-1,6-octadien-3-yl 2-methylpropanoate	HMDB
3,7-Dimethyl-1,6-octadien-3-yl isobutanoate	HMDB
3,7-Dimethyl-1,6-octadienyl isobutyrate	HMDB
FEMA 2640	HMDB
Isobutyric acid, 1,5-dimethyl-1-vinyl-4-hexenyl ester	HMDB
Isobutyric acid, linalyl ester	HMDB
Isobutyric acid, linalyl ester (6ci)	HMDB
Linalol isobutyrate	HMDB
Linalool isobutyrate	HMDB
Linalool, isobutyrate	HMDB
Linalyl 2-methylpropanoate	HMDB
3,7-Dimethylocta-1,6-dien-3-yl 2-methylpropanoic acid	Generator
Linalyl isobutyrate	MeSH

Chemical Formula

C₁₄H₂₄O₂

Average Molecular Weight

224.3392

Monoisotopic Molecular Weight

224.177630012

IUPAC Name

3,7-dimethylocta-1,6-dien-3-yl 2-methylpropanoate

Traditional Name

3,7-dimethylocta-1,6-dien-3-yl 2-methylpropanoate

CAS Registry Number

78-35-3

SMILES

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

InChI Identifier

InChI=1S/C14H24O2/c1-7-14(6,10-8-9-11(2)3)16-13(15)12(4)5/h7,9,12H,1,8,10H2,2-6H3

InChI Key

JZIARAQCPRDGAC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Acyclic monoterpenoids

Alternative Parents

Substituents

Acyclic monoterpenoid
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

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030426)

Source

Endogenous

Endogenous (HMDB: HMDB0030426)

Plant

Plant (HMDB: HMDB0030426)

Animal

Animal (HMDB: HMDB0030426)

Exogenous

Food

Food (HMDB: HMDB0030426)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0030426)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0030426)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0030426)

Lipid metabolism pathway (HMDB: HMDB0030426)

Cellular process

Cell signaling (HMDB: HMDB0030426)

Biochemical process

Lipid transport (HMDB: HMDB0030426)

Role

Biological role

Energy source (HMDB: HMDB0030426)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0030426)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	< 25 °C	Not Available
Boiling Point	228.00 to 230.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	10 mg/L @ 20 °C (exp)	The Good Scents Company Information System
LogP	4.770 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.021 g/L	ALOGPS
logP	4.53	ALOGPS
logP	4.33	ChemAxon
logS	-4	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	7	ChemAxon
Refractivity	68.56 m³·mol⁻¹	ChemAxon
Polarizability	27.06 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]+	154.588	31661259
DarkChem	[M-H]-	153.328	31661259
DeepCCS	[M+H]+	158.208	30932474
DeepCCS	[M-H]-	155.85	30932474
DeepCCS	[M-2H]-	189.463	30932474
DeepCCS	[M+Na]+	164.51	30932474
AllCCS	[M+H]+	155.6	32859911
AllCCS	[M+H-H2O]+	152.1	32859911
AllCCS	[M+NH4]+	158.9	32859911
AllCCS	[M+Na]+	159.8	32859911
AllCCS	[M-H]-	158.0	32859911
AllCCS	[M+Na-2H]-	159.0	32859911
AllCCS	[M+HCOO]-	160.2	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.	7.85 minutes	32390414
Predicted by Siyang on May 30, 2022	14.422 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.92 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	24.2 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2623.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	345.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	175.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	169.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	67.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	609.1 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	632.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	69.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1252.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	451.1 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	1088.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	404.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	308.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	320.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	411.6 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
Linalyl isobutyrate	CC(C)C(=O)OC(C)(CCC=C(C)C)C=C	1660.2	Standard polar	33892256
Linalyl isobutyrate	CC(C)C(=O)OC(C)(CCC=C(C)C)C=C	1378.8	Standard non polar	33892256
Linalyl isobutyrate	CC(C)C(=O)OC(C)(CCC=C(C)C)C=C	1399.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Linalyl isobutyrate EI-B (Non-derivatized)	splash10-0006-9100000000-95e0e1093fb13ae05231	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Linalyl isobutyrate EI-B (Non-derivatized)	splash10-0006-9100000000-95e0e1093fb13ae05231	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Linalyl isobutyrate GC-MS (Non-derivatized) - 70eV, Positive	splash10-00rf-9300000000-db34caace2e4450a7e03	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Linalyl isobutyrate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Linalyl isobutyrate 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 - Linalyl isobutyrate 10V, Positive-QTOF	splash10-004i-5690000000-f7d8af9f52d56cacac27	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl isobutyrate 20V, Positive-QTOF	splash10-00y0-9410000000-0eac462fe1f7a7b4346d	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl isobutyrate 40V, Positive-QTOF	splash10-00xr-9000000000-399a506587238b8f643e	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl isobutyrate 10V, Negative-QTOF	splash10-00di-1290000000-70a952bdbd50ab7c6909	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl isobutyrate 20V, Negative-QTOF	splash10-00dr-8980000000-3d7c928cce758bf03173	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl isobutyrate 40V, Negative-QTOF	splash10-00kr-9500000000-f8fef26cf1ae8bc6dee2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl isobutyrate 10V, Positive-QTOF	splash10-001i-9400000000-6f4fbb7c4a851ba3cf14	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl isobutyrate 20V, Positive-QTOF	splash10-001i-9100000000-a9b16ac375f5cb47a13e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl isobutyrate 40V, Positive-QTOF	splash10-05nu-9200000000-a21a4a94de9ff5d81533	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl isobutyrate 10V, Negative-QTOF	splash10-000i-1900000000-af42979973af05d9059e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl isobutyrate 20V, Negative-QTOF	splash10-000i-3900000000-9aba2849c1536ba92dbe	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl isobutyrate 40V, Negative-QTOF	splash10-0079-6900000000-8a8769c8744e95a53a54	2021-09-22	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

FDB002290

KNApSAcK ID

Not Available

Chemspider ID

6284

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6532

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1023421

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 Linalyl isobutyrate (HMDB0030426)

MOL for HMDB0030426 (Linalyl isobutyrate)

3D MOL for HMDB0030426 (Linalyl isobutyrate)

3D SDF for HMDB0030426 (Linalyl isobutyrate)

3D-SDF for HMDB0030426 (Linalyl isobutyrate)

PDB for HMDB0030426 (Linalyl isobutyrate)

3D PDB for HMDB0030426 (Linalyl isobutyrate)

SMILES for HMDB0030426 (Linalyl isobutyrate)

INCHI for HMDB0030426 (Linalyl isobutyrate)

Structure for HMDB0030426 (Linalyl isobutyrate)

3D Structure for HMDB0030426 (Linalyl isobutyrate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra