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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:27:20 UTC

Update Date

2022-03-07 02:55:14 UTC

HMDB ID

HMDB0037216

Secondary Accession Numbers

HMDB37216

Metabolite Identification

Common Name

Linalyl phenylacetate

Description

Linalyl phenylacetate belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. Based on a literature review a small amount of articles have been published on Linalyl phenylacetate.

Structure

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

HMDB0037216
     RDKit          3D
Linalyl phenylacetate
 44 44  0  0  0  0  0  0  0  0999 V2000
   -0.9741    1.3311   -3.1259 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1104    0.6331   -2.8037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4434    0.3585   -1.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8429    1.7305   -0.8290 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5421   -0.6330   -1.3245 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0310   -1.1021   -0.0151 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6290   -0.0394    0.8222 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8945   -0.0653    1.2401 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4246    1.0348    2.0741 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8161   -1.2009    0.8909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7033   -0.0843   -0.6408 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4307   -1.1818   -1.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0251   -1.7787   -2.0647 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6122   -1.7492   -0.3408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4509   -0.7892    0.3709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3537   -0.7567    1.7597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0963    0.1170    2.5199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9627    0.9857    1.8720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0884    0.9863    0.4920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3131    0.0806   -0.2284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6754    1.7397   -2.4096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1629    1.5039   -4.1811 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7797    0.2531   -3.5614 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9272    1.8597   -0.9163 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3683    2.5170   -1.5156 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3902    1.9717    0.1444 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4112   -0.1769   -1.8873 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2628   -1.5336   -1.9426 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7454   -1.9642   -0.0990 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1993   -1.5191    0.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0557    0.8157    1.1576 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8693    1.7992    1.3919 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2422    0.6189    2.7115 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6560    1.4586    2.7543 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6010   -2.0584    1.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7203   -1.5100   -0.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8630   -0.9385    1.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2855   -2.6095    0.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2093   -2.2840   -1.1501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6823   -1.4291    2.2834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0654    0.1868    3.6015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5710    1.6918    2.4225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7705    1.6694   -0.0128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3928    0.0609   -1.3055 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
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  4 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  9 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 10 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 19 43  1  0
 20 44  1  0
M  END


  Mrv0541 05061309382D          

 20 20  0  0  0  0            999 V2000
    0.5230    4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270    2.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3020    4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    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
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  2  0  0  0  0
  7  6  2  0  0  0  0
  8  6  1  0  0  0  0
 10  9  1  0  0  0  0
 11  7  1  0  0  0  0
 12  8  2  0  0  0  0
 13  9  1  0  0  0  0
 15  2  1  0  0  0  0
 15  3  1  0  0  0  0
 15 10  2  0  0  0  0
 16 11  2  0  0  0  0
 16 12  1  0  0  0  0
 16 14  1  0  0  0  0
 17 14  1  0  0  0  0
 18  4  1  0  0  0  0
 18  5  1  0  0  0  0
 18 13  1  0  0  0  0
 19 17  2  0  0  0  0
 20 17  1  0  0  0  0
 20 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037216

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCCC(C)(OC(=O)CC1=CC=CC=C1)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C18H24O2/c1-5-18(4,13-9-10-15(2)3)20-17(19)14-16-11-7-6-8-12-16/h5-8,10-12H,1,9,13-14H2,2-4H3

> <INCHI_KEY>
RROUXOOIXJRTOM-UHFFFAOYSA-N

> <FORMULA>
C18H24O2

> <MOLECULAR_WEIGHT>
272.382

> <EXACT_MASS>
272.177630012

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
31.938693820057495

> <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-phenylacetate

> <ALOGPS_LOGP>
5.30

> <JCHEM_LOGP>
4.922957682666667

> <ALOGPS_LOGS>
-5.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.1139571446558225

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
84.08

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.52e-03 g/l

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

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0037216
     RDKit          3D
Linalyl phenylacetate
 44 44  0  0  0  0  0  0  0  0999 V2000
   -0.9741    1.3311   -3.1259 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1104    0.6331   -2.8037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4434    0.3585   -1.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8429    1.7305   -0.8290 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5421   -0.6330   -1.3245 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0310   -1.1021   -0.0151 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6290   -0.0394    0.8222 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8945   -0.0653    1.2401 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4246    1.0348    2.0741 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8161   -1.2009    0.8909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7033   -0.0843   -0.6408 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4307   -1.1818   -1.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0251   -1.7787   -2.0647 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6122   -1.7492   -0.3408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4509   -0.7892    0.3709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3537   -0.7567    1.7597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0963    0.1170    2.5199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9627    0.9857    1.8720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0884    0.9863    0.4920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3131    0.0806   -0.2284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6754    1.7397   -2.4096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1629    1.5039   -4.1811 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7797    0.2531   -3.5614 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9272    1.8597   -0.9163 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3683    2.5170   -1.5156 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3902    1.9717    0.1444 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4112   -0.1769   -1.8873 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2628   -1.5336   -1.9426 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7454   -1.9642   -0.0990 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1993   -1.5191    0.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0557    0.8157    1.1576 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8693    1.7992    1.3919 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2422    0.6189    2.7115 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6560    1.4586    2.7543 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6010   -2.0584    1.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7203   -1.5100   -0.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8630   -0.9385    1.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2855   -2.6095    0.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2093   -2.2840   -1.1501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6823   -1.4291    2.2834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0654    0.1868    3.6015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5710    1.6918    2.4225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7705    1.6694   -0.0128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3928    0.0609   -1.3055 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
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  4 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  9 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 10 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 19 43  1  0
 20 44  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   8.264   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.335  12.320   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667  12.320   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.104   5.596   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.564   8.264   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.001  10.010   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667   7.700   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.001  11.550   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.000   6.160   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2   15                                                            
CONECT    3   15                                                            
CONECT    4   18                                                            
CONECT    5    1   18                                                       
CONECT    6    7    8                                                       
CONECT    7    6   11                                                       
CONECT    8    6   12                                                       
CONECT    9   10   13                                                       
CONECT   10    9   15                                                       
CONECT   11    7   16                                                       
CONECT   12    8   16                                                       
CONECT   13    9   18                                                       
CONECT   14   16   17                                                       
CONECT   15    2    3   10                                                  
CONECT   16   11   12   14                                                  
CONECT   17   14   19   20                                                  
CONECT   18    4    5   13   20                                             
CONECT   19   17                                                            
CONECT   20   17   18                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

COMPND    HMDB0037216
HETATM    1  C1  UNL     1      -0.974   1.331  -3.126  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.110   0.633  -2.804  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.443   0.358  -1.359  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.843   1.730  -0.829  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.542  -0.633  -1.324  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.031  -1.102  -0.015  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.629  -0.039   0.822  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.895  -0.065   1.240  1.00  0.00           C  
HETATM    9  C9  UNL     1       4.425   1.035   2.074  1.00  0.00           C  
HETATM   10  C10 UNL     1       4.816  -1.201   0.891  1.00  0.00           C  
HETATM   11  O1  UNL     1      -0.703  -0.084  -0.641  1.00  0.00           O  
HETATM   12  C11 UNL     1      -1.431  -1.182  -1.008  1.00  0.00           C  
HETATM   13  O2  UNL     1      -1.025  -1.779  -2.065  1.00  0.00           O  
HETATM   14  C12 UNL     1      -2.612  -1.749  -0.341  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.451  -0.789   0.371  1.00  0.00           C  
HETATM   16  C14 UNL     1      -3.354  -0.757   1.760  1.00  0.00           C  
HETATM   17  C15 UNL     1      -4.096   0.117   2.520  1.00  0.00           C  
HETATM   18  C16 UNL     1      -4.963   0.986   1.872  1.00  0.00           C  
HETATM   19  C17 UNL     1      -5.088   0.986   0.492  1.00  0.00           C  
HETATM   20  C18 UNL     1      -4.313   0.081  -0.228  1.00  0.00           C  
HETATM   21  H1  UNL     1      -1.675   1.740  -2.410  1.00  0.00           H  
HETATM   22  H2  UNL     1      -1.163   1.504  -4.181  1.00  0.00           H  
HETATM   23  H3  UNL     1       0.780   0.253  -3.561  1.00  0.00           H  
HETATM   24  H4  UNL     1       1.927   1.860  -0.916  1.00  0.00           H  
HETATM   25  H5  UNL     1       0.368   2.517  -1.516  1.00  0.00           H  
HETATM   26  H6  UNL     1       0.390   1.972   0.144  1.00  0.00           H  
HETATM   27  H7  UNL     1       2.411  -0.177  -1.887  1.00  0.00           H  
HETATM   28  H8  UNL     1       1.263  -1.534  -1.943  1.00  0.00           H  
HETATM   29  H9  UNL     1       2.745  -1.964  -0.099  1.00  0.00           H  
HETATM   30  H10 UNL     1       1.199  -1.519   0.630  1.00  0.00           H  
HETATM   31  H11 UNL     1       2.056   0.816   1.158  1.00  0.00           H  
HETATM   32  H12 UNL     1       4.869   1.799   1.392  1.00  0.00           H  
HETATM   33  H13 UNL     1       5.242   0.619   2.712  1.00  0.00           H  
HETATM   34  H14 UNL     1       3.656   1.459   2.754  1.00  0.00           H  
HETATM   35  H15 UNL     1       4.601  -2.058   1.592  1.00  0.00           H  
HETATM   36  H16 UNL     1       4.720  -1.510  -0.174  1.00  0.00           H  
HETATM   37  H17 UNL     1       5.863  -0.939   1.066  1.00  0.00           H  
HETATM   38  H18 UNL     1      -2.286  -2.610   0.319  1.00  0.00           H  
HETATM   39  H19 UNL     1      -3.209  -2.284  -1.150  1.00  0.00           H  
HETATM   40  H20 UNL     1      -2.682  -1.429   2.283  1.00  0.00           H  
HETATM   41  H21 UNL     1      -4.065   0.187   3.602  1.00  0.00           H  
HETATM   42  H22 UNL     1      -5.571   1.692   2.423  1.00  0.00           H  
HETATM   43  H23 UNL     1      -5.771   1.669  -0.013  1.00  0.00           H  
HETATM   44  H24 UNL     1      -4.393   0.061  -1.306  1.00  0.00           H  
CONECT    1    2    2   21   22
CONECT    2    3   23
CONECT    3    4    5   11
CONECT    4   24   25   26
CONECT    5    6   27   28
CONECT    6    7   29   30
CONECT    7    8    8   31
CONECT    8    9   10
CONECT    9   32   33   34
CONECT   10   35   36   37
CONECT   11   12
CONECT   12   13   13   14
CONECT   14   15   38   39
CONECT   15   16   16   20
CONECT   16   17   40
CONECT   17   18   18   41
CONECT   18   19   42
CONECT   19   20   20   43
CONECT   20   44
END

HMDB0037216
     RDKit          3D
Linalyl phenylacetate
 44 44  0  0  0  0  0  0  0  0999 V2000
   -0.9741    1.3311   -3.1259 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1104    0.6331   -2.8037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4434    0.3585   -1.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8429    1.7305   -0.8290 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5421   -0.6330   -1.3245 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0310   -1.1021   -0.0151 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6290   -0.0394    0.8222 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8945   -0.0653    1.2401 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4246    1.0348    2.0741 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8161   -1.2009    0.8909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7033   -0.0843   -0.6408 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4307   -1.1818   -1.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0251   -1.7787   -2.0647 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6122   -1.7492   -0.3408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4509   -0.7892    0.3709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3537   -0.7567    1.7597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0963    0.1170    2.5199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9627    0.9857    1.8720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0884    0.9863    0.4920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3131    0.0806   -0.2284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6754    1.7397   -2.4096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1629    1.5039   -4.1811 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7797    0.2531   -3.5614 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9272    1.8597   -0.9163 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3683    2.5170   -1.5156 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3902    1.9717    0.1444 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4112   -0.1769   -1.8873 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2628   -1.5336   -1.9426 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7454   -1.9642   -0.0990 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1993   -1.5191    0.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0557    0.8157    1.1576 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8693    1.7992    1.3919 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2422    0.6189    2.7115 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6560    1.4586    2.7543 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6010   -2.0584    1.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7203   -1.5100   -0.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8630   -0.9385    1.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2855   -2.6095    0.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2093   -2.2840   -1.1501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6823   -1.4291    2.2834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0654    0.1868    3.6015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5710    1.6918    2.4225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7705    1.6694   -0.0128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3928    0.0609   -1.3055 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
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  4 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  9 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 10 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 19 43  1  0
 20 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Linalyl phenylacetic acid	Generator
1,5-Dimethyl-1-vinyl-4-hexenyl phenylacetate	HMDB
1-Ethenyl-1,5-dimethyl-4-hexenyl benzeneacetate	HMDB
3,7-Dimethyl-1,6-octadien-3-yl phenylacetate	HMDB
Acetic acid, phenyl-, 1,5-dimethyl-1-vinyl-4-hexenyl ester	HMDB
Benzeneacetic acid, 1,5-dimethyl-1-ethenyl-4-hexenyl ester	HMDB
Benzeneacetic acid, 1-ethenyl-1,5-dimethyl-4-hexenyl ester	HMDB
FEMA 3501	HMDB
Linalyl alpha-toluate	HMDB
3,7-Dimethylocta-1,6-dien-3-yl 2-phenylacetic acid	Generator
Linalyl phenylacetate	MeSH

Chemical Formula

C₁₈H₂₄O₂

Average Molecular Weight

272.382

Monoisotopic Molecular Weight

272.177630012

IUPAC Name

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

Traditional Name

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

CAS Registry Number

7143-69-3

SMILES

CC(C)=CCCC(C)(OC(=O)CC1=CC=CC=C1)C=C

InChI Identifier

InChI=1S/C18H24O2/c1-5-18(4,13-9-10-15(2)3)20-17(19)14-16-11-7-6-8-12-16/h5-8,10-12H,1,9,13-14H2,2-4H3

InChI Key

RROUXOOIXJRTOM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Aromatic monoterpenoids

Alternative Parents

Substituents

Monocyclic monoterpenoid
Aromatic monoterpenoid
Benzenoid
Monocyclic benzene moiety
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Cytoplasm (HMDB: HMDB0037216)
Cell membrane (HMDB: HMDB0037216)

Cellular substructure

Extracellular (HMDB: HMDB0037216)
Membrane (HMDB: HMDB0037216)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037216)

Source

Endogenous

Endogenous (HMDB: HMDB0037216)

Animal

Animal (HMDB: HMDB0037216)

Exogenous

Food

Food (HMDB: HMDB0037216)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0037216)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0037216)

Cellular process

Cell signaling (HMDB: HMDB0037216)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0037216)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0037216)

Nutrient

Nutrient (HMDB: HMDB0037216)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0037216)

Food and nutrition

Food additive

Flavoring agent

Flavoring agent (HMDB: HMDB0037216)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	317.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	0.11 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	5.478 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0025 g/L	ALOGPS
logP	5.3	ALOGPS
logP	4.92	ChemAxon
logS	-5	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	8	ChemAxon
Refractivity	84.08 m³·mol⁻¹	ChemAxon
Polarizability	31.94 Å³	ChemAxon
Number of Rings	1	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]+	165.781	31661259
DarkChem	[M-H]-	164.769	31661259
DeepCCS	[M+H]+	168.235	30932474
DeepCCS	[M-H]-	165.877	30932474
DeepCCS	[M-2H]-	198.763	30932474
DeepCCS	[M+Na]+	174.328	30932474
AllCCS	[M+H]+	168.3	32859911
AllCCS	[M+H-H2O]+	165.0	32859911
AllCCS	[M+NH4]+	171.4	32859911
AllCCS	[M+Na]+	172.3	32859911
AllCCS	[M-H]-	172.2	32859911
AllCCS	[M+Na-2H]-	172.3	32859911
AllCCS	[M+HCOO]-	172.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Linalyl phenylacetate	CC(C)=CCCC(C)(OC(=O)CC1=CC=CC=C1)C=C	2435.7	Standard polar	33892256
Linalyl phenylacetate	CC(C)=CCCC(C)(OC(=O)CC1=CC=CC=C1)C=C	1682.5	Standard non polar	33892256
Linalyl phenylacetate	CC(C)=CCCC(C)(OC(=O)CC1=CC=CC=C1)C=C	1850.0	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 - Linalyl phenylacetate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9200000000-ffe22b4d105ef44b59d0	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Linalyl phenylacetate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Linalyl phenylacetate 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 phenylacetate 10V, Positive-QTOF	splash10-00xr-3890000000-a1d043cf298f7e9125c9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl phenylacetate 20V, Positive-QTOF	splash10-014i-8910000000-3e2ddfda9940e5b80e03	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl phenylacetate 40V, Positive-QTOF	splash10-014i-9200000000-1347b2c541458da949bf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl phenylacetate 10V, Negative-QTOF	splash10-00di-2690000000-c998d985360725ec6c8f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl phenylacetate 20V, Negative-QTOF	splash10-0uki-2920000000-4d7351a84e2b3f73b553	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl phenylacetate 40V, Negative-QTOF	splash10-00n0-4900000000-ac5c2c3e50587a94f08f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl phenylacetate 10V, Negative-QTOF	splash10-0fk9-3980000000-26f59eed4d827d1335ca	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl phenylacetate 20V, Negative-QTOF	splash10-0006-9410000000-d0e4756db781b2494693	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl phenylacetate 40V, Negative-QTOF	splash10-0006-9200000000-502db212f611f3e67741	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl phenylacetate 10V, Positive-QTOF	splash10-001i-9420000000-c121a3a72d51a38104d9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl phenylacetate 20V, Positive-QTOF	splash10-0006-9300000000-f17a6b2e98c1bbfcaa91	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl phenylacetate 40V, Positive-QTOF	splash10-0006-9100000000-e04aa2a1e9884bf7c59b	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

FDB016223

KNApSAcK ID

Not Available

Chemspider ID

220357

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

251529

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1030611

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 phenylacetate (HMDB0037216)

MOL for HMDB0037216 (Linalyl phenylacetate)

3D MOL for HMDB0037216 (Linalyl phenylacetate)

3D SDF for HMDB0037216 (Linalyl phenylacetate)

3D-SDF for HMDB0037216 (Linalyl phenylacetate)

PDB for HMDB0037216 (Linalyl phenylacetate)

3D PDB for HMDB0037216 (Linalyl phenylacetate)

SMILES for HMDB0037216 (Linalyl phenylacetate)

INCHI for HMDB0037216 (Linalyl phenylacetate)

Structure for HMDB0037216 (Linalyl phenylacetate)

3D Structure for HMDB0037216 (Linalyl phenylacetate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra