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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:36:45 UTC

Update Date

2022-03-07 02:52:32 UTC

HMDB ID

HMDB0030432

Secondary Accession Numbers

HMDB30432

Metabolite Identification

Common Name

Linalyl cinnamate

Description

Linalyl cinnamate, also known as fema 2641, belongs to the class of organic compounds known as cinnamic acid esters. These are compound containing an ester derivative of cinnamic acid. Based on a literature review very few articles have been published on Linalyl cinnamate.

Structure

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

HMDB0030432
     RDKit          3D
Linalyl cinnamate
 45 45  0  0  0  0  0  0  0  0999 V2000
   -1.9878   -2.7595   -1.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8299   -2.6046   -0.1031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1524   -1.3744    0.4427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1195   -1.4222    1.9320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8413   -0.1458   -0.1017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3020   -0.0998    0.2864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9816    1.1002   -0.2433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5375    1.9561    0.5910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4719    1.7009    2.0448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2355    3.1838    0.0965 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1582   -1.4077   -0.0804 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1439   -0.4875    0.1517 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9049    0.4800    0.8852 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4602   -0.6569   -0.4659 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4432    0.2000   -0.2750 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7573    0.0604   -0.8721 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7137    1.0418   -0.5887 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9817    0.9910   -1.1094 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3572   -0.0490   -1.9431 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4123   -1.0125   -2.2190 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1398   -0.9503   -1.6890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4787   -3.6558   -1.7578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6311   -2.0032   -2.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1809   -3.3520    0.5909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9615   -0.4663    2.4224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3769   -2.1939    2.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1114   -1.8356    2.2696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6885   -0.1337   -1.1969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3308    0.7404    0.3141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8609   -0.9828   -0.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3506   -0.0785    1.3896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0516    1.3243   -1.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9663    0.7328    2.3313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9835    2.5279    2.6088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4493    1.6621    2.4452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5808    3.6458   -0.6884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2244    2.9126   -0.3507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3259    3.9015    0.9328 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6459   -1.5060   -1.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2129    1.0508    0.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4631    1.8714    0.0575 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7384    1.7494   -0.8973 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3423   -0.0871   -2.3467 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6806   -1.8363   -2.8683 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4569   -1.7319   -1.9449 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  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  4 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  9 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 10 38  1  0
 14 39  1  0
 15 40  1  0
 17 41  1  0
 18 42  1  0
 19 43  1  0
 20 44  1  0
 21 45  1  0
M  END


  Mrv0541 05061305132D          

 21 21  0  0  0  0            999 V2000
    3.3809    3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    4.5375    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
    2.8579    5.7750    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    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
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    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
    3.5724    7.0125    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
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    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
 14 13  2  0  0  0  0
 15  9  1  0  0  0  0
 16  2  1  0  0  0  0
 16  3  1  0  0  0  0
 16 10  2  0  0  0  0
 17 11  2  0  0  0  0
 17 12  1  0  0  0  0
 17 13  1  0  0  0  0
 18 14  1  0  0  0  0
 19  4  1  0  0  0  0
 19  5  1  0  0  0  0
 19 15  1  0  0  0  0
 20 18  2  0  0  0  0
 21 18  1  0  0  0  0
 21 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030432

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C19H24O2/c1-5-19(4,15-9-10-16(2)3)21-18(20)14-13-17-11-7-6-8-12-17/h5-8,10-14H,1,9,15H2,2-4H3/b14-13+

> <INCHI_KEY>
DPFUEXLIKDHJNB-BUHFOSPRSA-N

> <FORMULA>
C19H24O2

> <MOLECULAR_WEIGHT>
284.3927

> <EXACT_MASS>
284.177630012

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
33.43429929125591

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,7-dimethylocta-1,6-dien-3-yl (2E)-3-phenylprop-2-enoate

> <ALOGPS_LOGP>
5.43

> <JCHEM_LOGP>
5.681383170666667

> <ALOGPS_LOGS>
-5.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.832995570729426

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
89.77429999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.57e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,7-dimethylocta-1,6-dien-3-yl (2E)-3-phenylprop-2-enoate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0030432
     RDKit          3D
Linalyl cinnamate
 45 45  0  0  0  0  0  0  0  0999 V2000
   -1.9878   -2.7595   -1.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8299   -2.6046   -0.1031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1524   -1.3744    0.4427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1195   -1.4222    1.9320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8413   -0.1458   -0.1017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3020   -0.0998    0.2864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9816    1.1002   -0.2433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5375    1.9561    0.5910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4719    1.7009    2.0448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2355    3.1838    0.0965 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1582   -1.4077   -0.0804 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1439   -0.4875    0.1517 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9049    0.4800    0.8852 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4602   -0.6569   -0.4659 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4432    0.2000   -0.2750 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7573    0.0604   -0.8721 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7137    1.0418   -0.5887 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9817    0.9910   -1.1094 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3572   -0.0490   -1.9431 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4123   -1.0125   -2.2190 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1398   -0.9503   -1.6890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4787   -3.6558   -1.7578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6311   -2.0032   -2.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1809   -3.3520    0.5909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9615   -0.4663    2.4224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3769   -2.1939    2.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1114   -1.8356    2.2696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6885   -0.1337   -1.1969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3308    0.7404    0.3141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8609   -0.9828   -0.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3506   -0.0785    1.3896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0516    1.3243   -1.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9663    0.7328    2.3313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9835    2.5279    2.6088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4493    1.6621    2.4452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5808    3.6458   -0.6884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2244    2.9126   -0.3507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3259    3.9015    0.9328 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6459   -1.5060   -1.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2129    1.0508    0.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4631    1.8714    0.0575 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7384    1.7494   -0.8973 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3423   -0.0871   -2.3467 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6806   -1.8363   -2.8683 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4569   -1.7319   -1.9449 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  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  4 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  9 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 10 38  1  0
 14 39  1  0
 15 40  1  0
 17 41  1  0
 18 42  1  0
 19 43  1  0
 20 44  1  0
 21 45  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       6.311   7.136   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668  14.630   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002  12.320   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.461   8.470   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.541   8.470   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       5.335  10.780   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335  12.320   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       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  10.010   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668  13.090   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       4.001   6.930   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2   16                                                            
CONECT    3   16                                                            
CONECT    4   19                                                            
CONECT    5    1   19                                                       
CONECT    6    7    8                                                       
CONECT    7    6   11                                                       
CONECT    8    6   12                                                       
CONECT    9   10   15                                                       
CONECT   10    9   16                                                       
CONECT   11    7   17                                                       
CONECT   12    8   17                                                       
CONECT   13   14   17                                                       
CONECT   14   13   18                                                       
CONECT   15    9   19                                                       
CONECT   16    2    3   10                                                  
CONECT   17   11   12   13                                                  
CONECT   18   14   20   21                                                  
CONECT   19    4    5   15   21                                             
CONECT   20   18                                                            
CONECT   21   18   19                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

COMPND    HMDB0030432
HETATM    1  C1  UNL     1      -1.988  -2.760  -1.405  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.830  -2.605  -0.103  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.152  -1.374   0.443  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.119  -1.422   1.932  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.841  -0.146  -0.102  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.302  -0.100   0.286  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.982   1.100  -0.243  1.00  0.00           C  
HETATM    8  C8  UNL     1      -4.538   1.956   0.591  1.00  0.00           C  
HETATM    9  C9  UNL     1      -4.472   1.701   2.045  1.00  0.00           C  
HETATM   10  C10 UNL     1      -5.235   3.184   0.097  1.00  0.00           C  
HETATM   11  O1  UNL     1       0.158  -1.408  -0.080  1.00  0.00           O  
HETATM   12  C11 UNL     1       1.144  -0.487   0.152  1.00  0.00           C  
HETATM   13  O2  UNL     1       0.905   0.480   0.885  1.00  0.00           O  
HETATM   14  C12 UNL     1       2.460  -0.657  -0.466  1.00  0.00           C  
HETATM   15  C13 UNL     1       3.443   0.200  -0.275  1.00  0.00           C  
HETATM   16  C14 UNL     1       4.757   0.060  -0.872  1.00  0.00           C  
HETATM   17  C15 UNL     1       5.714   1.042  -0.589  1.00  0.00           C  
HETATM   18  C16 UNL     1       6.982   0.991  -1.109  1.00  0.00           C  
HETATM   19  C17 UNL     1       7.357  -0.049  -1.943  1.00  0.00           C  
HETATM   20  C18 UNL     1       6.412  -1.012  -2.219  1.00  0.00           C  
HETATM   21  C19 UNL     1       5.140  -0.950  -1.689  1.00  0.00           C  
HETATM   22  H1  UNL     1      -2.479  -3.656  -1.758  1.00  0.00           H  
HETATM   23  H2  UNL     1      -1.631  -2.003  -2.084  1.00  0.00           H  
HETATM   24  H3  UNL     1      -2.181  -3.352   0.591  1.00  0.00           H  
HETATM   25  H4  UNL     1      -0.962  -0.466   2.422  1.00  0.00           H  
HETATM   26  H5  UNL     1      -0.377  -2.194   2.234  1.00  0.00           H  
HETATM   27  H6  UNL     1      -2.111  -1.836   2.270  1.00  0.00           H  
HETATM   28  H7  UNL     1      -1.689  -0.134  -1.197  1.00  0.00           H  
HETATM   29  H8  UNL     1      -1.331   0.740   0.314  1.00  0.00           H  
HETATM   30  H9  UNL     1      -3.861  -0.983  -0.057  1.00  0.00           H  
HETATM   31  H10 UNL     1      -3.351  -0.078   1.390  1.00  0.00           H  
HETATM   32  H11 UNL     1      -4.052   1.324  -1.310  1.00  0.00           H  
HETATM   33  H12 UNL     1      -4.966   0.733   2.331  1.00  0.00           H  
HETATM   34  H13 UNL     1      -4.984   2.528   2.609  1.00  0.00           H  
HETATM   35  H14 UNL     1      -3.449   1.662   2.445  1.00  0.00           H  
HETATM   36  H15 UNL     1      -4.581   3.646  -0.688  1.00  0.00           H  
HETATM   37  H16 UNL     1      -6.224   2.913  -0.351  1.00  0.00           H  
HETATM   38  H17 UNL     1      -5.326   3.902   0.933  1.00  0.00           H  
HETATM   39  H18 UNL     1       2.646  -1.506  -1.100  1.00  0.00           H  
HETATM   40  H19 UNL     1       3.213   1.051   0.378  1.00  0.00           H  
HETATM   41  H20 UNL     1       5.463   1.871   0.057  1.00  0.00           H  
HETATM   42  H21 UNL     1       7.738   1.749  -0.897  1.00  0.00           H  
HETATM   43  H22 UNL     1       8.342  -0.087  -2.347  1.00  0.00           H  
HETATM   44  H23 UNL     1       6.681  -1.836  -2.868  1.00  0.00           H  
HETATM   45  H24 UNL     1       4.457  -1.732  -1.945  1.00  0.00           H  
CONECT    1    2    2   22   23
CONECT    2    3   24
CONECT    3    4    5   11
CONECT    4   25   26   27
CONECT    5    6   28   29
CONECT    6    7   30   31
CONECT    7    8    8   32
CONECT    8    9   10
CONECT    9   33   34   35
CONECT   10   36   37   38
CONECT   11   12
CONECT   12   13   13   14
CONECT   14   15   15   39
CONECT   15   16   40
CONECT   16   17   17   21
CONECT   17   18   41
CONECT   18   19   19   42
CONECT   19   20   43
CONECT   20   21   21   44
CONECT   21   45
END

HMDB0030432
     RDKit          3D
Linalyl cinnamate
 45 45  0  0  0  0  0  0  0  0999 V2000
   -1.9878   -2.7595   -1.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8299   -2.6046   -0.1031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1524   -1.3744    0.4427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1195   -1.4222    1.9320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8413   -0.1458   -0.1017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3020   -0.0998    0.2864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9816    1.1002   -0.2433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5375    1.9561    0.5910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4719    1.7009    2.0448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2355    3.1838    0.0965 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1582   -1.4077   -0.0804 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1439   -0.4875    0.1517 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9049    0.4800    0.8852 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4602   -0.6569   -0.4659 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4432    0.2000   -0.2750 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7573    0.0604   -0.8721 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7137    1.0418   -0.5887 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9817    0.9910   -1.1094 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3572   -0.0490   -1.9431 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4123   -1.0125   -2.2190 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1398   -0.9503   -1.6890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4787   -3.6558   -1.7578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6311   -2.0032   -2.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1809   -3.3520    0.5909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9615   -0.4663    2.4224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3769   -2.1939    2.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1114   -1.8356    2.2696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6885   -0.1337   -1.1969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3308    0.7404    0.3141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8609   -0.9828   -0.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3506   -0.0785    1.3896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0516    1.3243   -1.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9663    0.7328    2.3313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9835    2.5279    2.6088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4493    1.6621    2.4452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5808    3.6458   -0.6884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2244    2.9126   -0.3507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3259    3.9015    0.9328 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6459   -1.5060   -1.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2129    1.0508    0.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4631    1.8714    0.0575 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7384    1.7494   -0.8973 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3423   -0.0871   -2.3467 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6806   -1.8363   -2.8683 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4569   -1.7319   -1.9449 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  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  4 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  9 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 10 38  1  0
 14 39  1  0
 15 40  1  0
 17 41  1  0
 18 42  1  0
 19 43  1  0
 20 44  1  0
 21 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Linalyl cinnamic acid	Generator
1,5-Dimethyl-1-vinyl-4-hexen-1-yl cinnamate	HMDB
1,5-Dimethyl-1-vinyl-4-hexenyl cinnamate	HMDB
1,6-Octadien-3-ol, 3,7-dimethyl-, cinnamate	HMDB
1-Ethenyl-1,5-dimethyl-4-hexenyl 3-phenyl-2-propenoate	HMDB
3,7-Dimethyl-1,6-octadien-3-yl 3-phenylpropenoate	HMDB
3,7-Dimethyl-1,6-octadien-3-yl beta-phenylacrylate	HMDB
3,7-Dimethyl-1,6-octadien-3-yl cinnamate	HMDB
3,7-Dimethyl-1,6-octadien-3-yl cinnamtae	HMDB
4-Hexen-1-ol, 1,5-dimethyl-1-vinyl-, cinnamate	HMDB
Cinnamic acid, 1, 5-dimethyl-1-vinyl-4-hexenyl ester	HMDB
Cinnamic acid, 1,5-dimethyl-1-vinyl-4-hexen-1-yl ester	HMDB
Cinnamic acid, 1,5-dimethyl-1-vinyl-4-hexenyl ester	HMDB
Cinnamic acid, 1,5-dimethyl-1-vinyl-4-hexenyl ester (8ci)	HMDB
Cinnamic acid, linalyl ester	HMDB
FEMA 2641	HMDB
Linalyl 3-phenylpropenoate	HMDB
3,7-Dimethylocta-1,6-dien-3-yl (2E)-3-phenylprop-2-enoic acid	HMDB
Linalyl cinnamate	MeSH

Chemical Formula

C₁₉H₂₄O₂

Average Molecular Weight

284.3927

Monoisotopic Molecular Weight

284.177630012

IUPAC Name

3,7-dimethylocta-1,6-dien-3-yl (2E)-3-phenylprop-2-enoate

Traditional Name

3,7-dimethylocta-1,6-dien-3-yl (2E)-3-phenylprop-2-enoate

CAS Registry Number

78-37-5

SMILES

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

InChI Identifier

InChI=1S/C19H24O2/c1-5-19(4,15-9-10-16(2)3)21-18(20)14-13-17-11-7-6-8-12-17/h5-8,10-14H,1,9,15H2,2-4H3/b14-13+

InChI Key

DPFUEXLIKDHJNB-BUHFOSPRSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cinnamic acid esters. These are compound containing an ester derivative of cinnamic acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Cinnamic acid esters

Direct Parent

Cinnamic acid esters

Alternative Parents

Substituents

Cinnamic acid ester
Aromatic monoterpenoid
Monocyclic monoterpenoid
Monoterpenoid
Styrene
Fatty acid ester
Monocyclic benzene moiety
Fatty acyl
Benzenoid
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Cell membrane (HMDB: HMDB0030432)

Cellular substructure

Membrane (HMDB: HMDB0030432)

Source

Endogenous

Endogenous (HMDB: HMDB0030432)

Plant

Plant (HMDB: HMDB0030432)

Exogenous

Food

Food (HMDB: HMDB0030432)

Process

Not Available

Role

Not Available

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	353.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	4 mg/L @ 20 °C (exp)	The Good Scents Company Information System
LogP	5.620 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0026 g/L	ALOGPS
logP	5.43	ALOGPS
logP	5.68	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Basic)	-6.8	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	89.77 m³·mol⁻¹	ChemAxon
Polarizability	33.43 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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]+	171.251	31661259
DarkChem	[M-H]-	171.711	31661259
DeepCCS	[M+H]+	170.456	30932474
DeepCCS	[M-H]-	168.098	30932474
DeepCCS	[M-2H]-	200.984	30932474
DeepCCS	[M+Na]+	176.549	30932474
AllCCS	[M+H]+	171.8	32859911
AllCCS	[M+H-H2O]+	168.5	32859911
AllCCS	[M+NH4]+	174.8	32859911
AllCCS	[M+Na]+	175.7	32859911
AllCCS	[M-H]-	175.3	32859911
AllCCS	[M+Na-2H]-	175.2	32859911
AllCCS	[M+HCOO]-	175.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Linalyl cinnamate	CC(C)=CCCC(C)(OC(=O)\C=C\C1=CC=CC=C1)C=C	2738.2	Standard polar	33892256
Linalyl cinnamate	CC(C)=CCCC(C)(OC(=O)\C=C\C1=CC=CC=C1)C=C	2081.1	Standard non polar	33892256
Linalyl cinnamate	CC(C)=CCCC(C)(OC(=O)\C=C\C1=CC=CC=C1)C=C	2084.7	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 - Linalyl cinnamate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f89-6910000000-0d9ed49bc2b03d23506c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Linalyl cinnamate 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 cinnamate 10V, Positive-QTOF	splash10-000i-2890000000-395cf1a0c09450ea8a31	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl cinnamate 20V, Positive-QTOF	splash10-0540-7910000000-ea7ccc11e5e32ec75bfa	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl cinnamate 40V, Positive-QTOF	splash10-0gb9-9200000000-207051224c345a8f342c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl cinnamate 10V, Negative-QTOF	splash10-001i-0690000000-d2949b4286a1568aba47	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl cinnamate 20V, Negative-QTOF	splash10-0ugi-1920000000-771fe7cee17eda075412	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl cinnamate 40V, Negative-QTOF	splash10-0fbi-2900000000-bbe51354f4fd3785d255	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl cinnamate 10V, Positive-QTOF	splash10-001i-6970000000-72b3f9b9f8b808b1ec05	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl cinnamate 20V, Positive-QTOF	splash10-0f89-2900000000-3b5e8f1bf9aa558dc279	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl cinnamate 40V, Positive-QTOF	splash10-0ufu-9500000000-d858d6f9e9776d8f3874	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl cinnamate 10V, Negative-QTOF	splash10-0f6t-0920000000-4b1ff172c4de5aadb2d2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl cinnamate 20V, Negative-QTOF	splash10-0udi-1910000000-db609781c02f932764c4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl cinnamate 40V, Negative-QTOF	splash10-0udi-3900000000-061b63f8f1034cd260c1	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB002296

KNApSAcK ID

Not Available

Chemspider ID

4511747

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5355858

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1023431

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Linalyl cinnamate (HMDB0030432)

MOL for HMDB0030432 (Linalyl cinnamate)

3D MOL for HMDB0030432 (Linalyl cinnamate)

3D SDF for HMDB0030432 (Linalyl cinnamate)

3D-SDF for HMDB0030432 (Linalyl cinnamate)

PDB for HMDB0030432 (Linalyl cinnamate)

3D PDB for HMDB0030432 (Linalyl cinnamate)

SMILES for HMDB0030432 (Linalyl cinnamate)

INCHI for HMDB0030432 (Linalyl cinnamate)

Structure for HMDB0030432 (Linalyl cinnamate)

3D Structure for HMDB0030432 (Linalyl cinnamate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra