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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:19:57 UTC

Update Date

2022-03-07 02:55:36 UTC

HMDB ID

HMDB0038050

Secondary Accession Numbers

HMDB38050

Metabolite Identification

Common Name

alpha-Terpinyl cinnamate

Description

alpha-Terpinyl cinnamate, also known as a-terpinyl cinnamic acid, belongs to the class of organic compounds known as cinnamic acid esters. These are compound containing an ester derivative of cinnamic acid. alpha-Terpinyl cinnamate is a sweet, balsam, and moscato tasting compound. Based on a literature review very few articles have been published on alpha-Terpinyl cinnamate.

Structure

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

HMDB0038050
     RDKit          3D
alpha-Terpinyl cinnamate
 45 46  0  0  0  0  0  0  0  0999 V2000
   -5.1138    1.7181    1.6812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3265    0.8143    0.8304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3008    0.8893   -0.5125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4532   -0.0991   -1.2341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0501   -0.0599   -0.6527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1894   -1.1609   -1.2406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8146   -2.5348   -0.9305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1440   -1.0547   -2.7378 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0900   -1.2313   -0.6567 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0072   -0.2027   -0.6858 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6561    0.8478   -1.2770 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347   -0.3232   -0.0567 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1415    0.7159   -0.1383 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4807    0.7503    0.4313 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2400    1.9155    0.2763 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5127    2.0231    0.7863 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0536    0.9648    1.4636 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3261   -0.1894    1.6280 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0436   -0.2898    1.1106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0744   -0.0756    0.8381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4708   -0.2871    1.4079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1674    1.3204    1.7040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6990    1.7692    2.6906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1759    2.6981    1.1764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8875    1.6499   -0.9755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9256   -1.0801   -1.1512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3900    0.2472   -2.2919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6276    0.9052   -0.9949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0545   -3.2765   -1.3146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8838   -2.7060    0.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7247   -2.7022   -1.4995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9402   -0.0315   -3.1060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1513   -1.3287   -3.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4393   -1.8139   -3.1123 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6460   -1.2037    0.4463 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7912    1.6138   -0.6656 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8187    2.7602   -0.2599 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0395    2.9586    0.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0574    1.0820    1.8524 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7425   -1.0332    2.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4823   -1.1993    1.2453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4080   -0.8253    1.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7361    0.9163    1.2588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9168   -1.2328    1.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3986   -0.2078    2.4960 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  5 20  1  0
 20 21  1  0
 21  2  1  0
 19 14  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  7 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
  8 34  1  0
 12 35  1  0
 13 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 20 43  1  0
 21 44  1  0
 21 45  1  0
M  END


  Mrv0541 05061310112D          

 21 22  0  0  0  0            999 V2000
    6.4302    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6052    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2552    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  2  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 14 11  2  0  0  0  0
 15  1  1  0  0  0  0
 15  9  2  0  0  0  0
 15 10  1  0  0  0  0
 16  7  2  0  0  0  0
 16  8  1  0  0  0  0
 16 11  1  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  2  1  0  0  0  0
 19  3  1  0  0  0  0
 19 17  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>
HMDB0038050

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C19H24O2/c1-15-9-12-17(13-10-15)19(2,3)21-18(20)14-11-16-7-5-4-6-8-16/h4-9,11,14,17H,10,12-13H2,1-3H3/b14-11+

> <INCHI_KEY>
CKYQZYGVFMSSKH-SDNWHVSQSA-N

> <FORMULA>
C19H24O2

> <MOLECULAR_WEIGHT>
284.3927

> <EXACT_MASS>
284.177630012

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
33.365662856281915

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(4-methylcyclohex-3-en-1-yl)propan-2-yl (2E)-3-phenylprop-2-enoate

> <ALOGPS_LOGP>
5.76

> <JCHEM_LOGP>
5.208188225666666

> <ALOGPS_LOGS>
-5.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.823665183547777

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
88.02959999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.61e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(4-methylcyclohex-3-en-1-yl)propan-2-yl (2E)-3-phenylprop-2-enoate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0038050
     RDKit          3D
alpha-Terpinyl cinnamate
 45 46  0  0  0  0  0  0  0  0999 V2000
   -5.1138    1.7181    1.6812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3265    0.8143    0.8304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3008    0.8893   -0.5125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4532   -0.0991   -1.2341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0501   -0.0599   -0.6527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1894   -1.1609   -1.2406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8146   -2.5348   -0.9305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1440   -1.0547   -2.7378 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0900   -1.2313   -0.6567 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0072   -0.2027   -0.6858 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6561    0.8478   -1.2770 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347   -0.3232   -0.0567 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1415    0.7159   -0.1383 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4807    0.7503    0.4313 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2400    1.9155    0.2763 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5127    2.0231    0.7863 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0536    0.9648    1.4636 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3261   -0.1894    1.6280 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0436   -0.2898    1.1106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0744   -0.0756    0.8381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4708   -0.2871    1.4079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1674    1.3204    1.7040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6990    1.7692    2.6906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1759    2.6981    1.1764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8875    1.6499   -0.9755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9256   -1.0801   -1.1512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3900    0.2472   -2.2919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6276    0.9052   -0.9949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0545   -3.2765   -1.3146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8838   -2.7060    0.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7247   -2.7022   -1.4995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9402   -0.0315   -3.1060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1513   -1.3287   -3.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4393   -1.8139   -3.1123 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6460   -1.2037    0.4463 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7912    1.6138   -0.6656 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8187    2.7602   -0.2599 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0395    2.9586    0.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0574    1.0820    1.8524 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7425   -1.0332    2.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4823   -1.1993    1.2453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4080   -0.8253    1.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7361    0.9163    1.2588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9168   -1.2328    1.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3986   -0.2078    2.4960 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  5 20  1  0
 20 21  1  0
 21  2  1  0
 19 14  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  7 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
  8 34  1  0
 12 35  1  0
 13 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 20 43  1  0
 21 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      12.003   6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.463   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.543   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336  -8.470   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.669  -6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002  -6.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.337   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.336  -3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.669   3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.337   3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.003   5.390   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.669  -1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.003   0.770   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      12.003  -0.770   0.000  0.00  0.00           O+0
CONECT    1   15                                                            
CONECT    2   19                                                            
CONECT    3   19                                                            
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5   16                                                       
CONECT    8    6   16                                                       
CONECT    9   12   15                                                       
CONECT   10   13   15                                                       
CONECT   11   14   16                                                       
CONECT   12    9   17                                                       
CONECT   13   10   17                                                       
CONECT   14   11   18                                                       
CONECT   15    1    9   10                                                  
CONECT   16    7    8   11                                                  
CONECT   17   12   13   19                                                  
CONECT   18   14   20   21                                                  
CONECT   19    2    3   17   21                                             
CONECT   20   18                                                            
CONECT   21   18   19                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0038050
HETATM    1  C1  UNL     1      -5.114   1.718   1.681  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.326   0.814   0.830  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.301   0.889  -0.512  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.453  -0.099  -1.234  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.050  -0.060  -0.653  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.189  -1.161  -1.241  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.815  -2.535  -0.931  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.144  -1.055  -2.738  1.00  0.00           C  
HETATM    9  O1  UNL     1       0.090  -1.231  -0.657  1.00  0.00           O  
HETATM   10  C9  UNL     1       1.007  -0.203  -0.686  1.00  0.00           C  
HETATM   11  O2  UNL     1       0.656   0.848  -1.277  1.00  0.00           O  
HETATM   12  C10 UNL     1       2.335  -0.323  -0.057  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.142   0.716  -0.138  1.00  0.00           C  
HETATM   14  C12 UNL     1       4.481   0.750   0.431  1.00  0.00           C  
HETATM   15  C13 UNL     1       5.240   1.915   0.276  1.00  0.00           C  
HETATM   16  C14 UNL     1       6.513   2.023   0.786  1.00  0.00           C  
HETATM   17  C15 UNL     1       7.054   0.965   1.464  1.00  0.00           C  
HETATM   18  C16 UNL     1       6.326  -0.189   1.628  1.00  0.00           C  
HETATM   19  C17 UNL     1       5.044  -0.290   1.111  1.00  0.00           C  
HETATM   20  C18 UNL     1      -2.074  -0.076   0.838  1.00  0.00           C  
HETATM   21  C19 UNL     1      -3.471  -0.287   1.408  1.00  0.00           C  
HETATM   22  H1  UNL     1      -6.167   1.320   1.704  1.00  0.00           H  
HETATM   23  H2  UNL     1      -4.699   1.769   2.691  1.00  0.00           H  
HETATM   24  H3  UNL     1      -5.176   2.698   1.176  1.00  0.00           H  
HETATM   25  H4  UNL     1      -4.887   1.650  -0.976  1.00  0.00           H  
HETATM   26  H5  UNL     1      -3.926  -1.080  -1.151  1.00  0.00           H  
HETATM   27  H6  UNL     1      -3.390   0.247  -2.292  1.00  0.00           H  
HETATM   28  H7  UNL     1      -1.628   0.905  -0.995  1.00  0.00           H  
HETATM   29  H8  UNL     1      -1.055  -3.276  -1.315  1.00  0.00           H  
HETATM   30  H9  UNL     1      -1.884  -2.706   0.148  1.00  0.00           H  
HETATM   31  H10 UNL     1      -2.725  -2.702  -1.500  1.00  0.00           H  
HETATM   32  H11 UNL     1      -0.940  -0.031  -3.106  1.00  0.00           H  
HETATM   33  H12 UNL     1      -2.151  -1.329  -3.133  1.00  0.00           H  
HETATM   34  H13 UNL     1      -0.439  -1.814  -3.112  1.00  0.00           H  
HETATM   35  H14 UNL     1       2.646  -1.204   0.446  1.00  0.00           H  
HETATM   36  H15 UNL     1       2.791   1.614  -0.666  1.00  0.00           H  
HETATM   37  H16 UNL     1       4.819   2.760  -0.260  1.00  0.00           H  
HETATM   38  H17 UNL     1       7.039   2.959   0.626  1.00  0.00           H  
HETATM   39  H18 UNL     1       8.057   1.082   1.852  1.00  0.00           H  
HETATM   40  H19 UNL     1       6.742  -1.033   2.162  1.00  0.00           H  
HETATM   41  H20 UNL     1       4.482  -1.199   1.245  1.00  0.00           H  
HETATM   42  H21 UNL     1      -1.408  -0.825   1.299  1.00  0.00           H  
HETATM   43  H22 UNL     1      -1.736   0.916   1.259  1.00  0.00           H  
HETATM   44  H23 UNL     1      -3.917  -1.233   1.069  1.00  0.00           H  
HETATM   45  H24 UNL     1      -3.399  -0.208   2.496  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    3   21
CONECT    3    4   25
CONECT    4    5   26   27
CONECT    5    6   20   28
CONECT    6    7    8    9
CONECT    7   29   30   31
CONECT    8   32   33   34
CONECT    9   10
CONECT   10   11   11   12
CONECT   12   13   13   35
CONECT   13   14   36
CONECT   14   15   15   19
CONECT   15   16   37
CONECT   16   17   17   38
CONECT   17   18   39
CONECT   18   19   19   40
CONECT   19   41
CONECT   20   21   42   43
CONECT   21   44   45
END

HMDB0038050
     RDKit          3D
alpha-Terpinyl cinnamate
 45 46  0  0  0  0  0  0  0  0999 V2000
   -5.1138    1.7181    1.6812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3265    0.8143    0.8304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3008    0.8893   -0.5125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4532   -0.0991   -1.2341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0501   -0.0599   -0.6527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1894   -1.1609   -1.2406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8146   -2.5348   -0.9305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1440   -1.0547   -2.7378 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0900   -1.2313   -0.6567 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0072   -0.2027   -0.6858 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6561    0.8478   -1.2770 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347   -0.3232   -0.0567 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1415    0.7159   -0.1383 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4807    0.7503    0.4313 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2400    1.9155    0.2763 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5127    2.0231    0.7863 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0536    0.9648    1.4636 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3261   -0.1894    1.6280 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0436   -0.2898    1.1106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0744   -0.0756    0.8381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4708   -0.2871    1.4079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1674    1.3204    1.7040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6990    1.7692    2.6906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1759    2.6981    1.1764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8875    1.6499   -0.9755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9256   -1.0801   -1.1512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3900    0.2472   -2.2919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6276    0.9052   -0.9949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0545   -3.2765   -1.3146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8838   -2.7060    0.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7247   -2.7022   -1.4995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9402   -0.0315   -3.1060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1513   -1.3287   -3.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4393   -1.8139   -3.1123 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6460   -1.2037    0.4463 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7912    1.6138   -0.6656 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8187    2.7602   -0.2599 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0395    2.9586    0.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0574    1.0820    1.8524 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7425   -1.0332    2.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4823   -1.1993    1.2453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4080   -0.8253    1.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7361    0.9163    1.2588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9168   -1.2328    1.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3986   -0.2078    2.4960 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  5 20  1  0
 20 21  1  0
 21  2  1  0
 19 14  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  7 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
  8 34  1  0
 12 35  1  0
 13 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 20 43  1  0
 21 44  1  0
 21 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
a-Terpinyl cinnamate	Generator
a-Terpinyl cinnamic acid	Generator
alpha-Terpinyl cinnamic acid	Generator
Α-terpinyl cinnamate	Generator
Α-terpinyl cinnamic acid	Generator
(Z)-1-Methyl-1-(4-methyl-3-cyclohexen-1-yl)ethyl cinnamate	HMDB
Cinnamic acid, P-menth-1-en-8-yl ester	HMDB
FEMA 3051	HMDB
P-Menth-1-en-8-yl 3-phenylpropenoate	HMDB
P-Menth-1-en-8-yl cinnamate	HMDB
Terpinyl 3-phenylpropenoate	HMDB
Terpinyl beta-phenylacrylate	HMDB
Terpinyl cinnamate	HMDB
2-(4-Methylcyclohex-3-en-1-yl)propan-2-yl (2E)-3-phenylprop-2-enoic acid	Generator

Chemical Formula

C₁₉H₂₄O₂

Average Molecular Weight

284.3927

Monoisotopic Molecular Weight

284.177630012

IUPAC Name

2-(4-methylcyclohex-3-en-1-yl)propan-2-yl (2E)-3-phenylprop-2-enoate

Traditional Name

2-(4-methylcyclohex-3-en-1-yl)propan-2-yl (2E)-3-phenylprop-2-enoate

CAS Registry Number

10024-56-3

SMILES

CC1=CCC(CC1)C(C)(C)OC(=O)\C=C\C1=CC=CC=C1

InChI Identifier

InChI=1S/C19H24O2/c1-15-9-12-17(13-10-15)19(2,3)21-18(20)14-11-16-7-5-4-6-8-16/h4-9,11,14,17H,10,12-13H2,1-3H3/b14-11+

InChI Key

CKYQZYGVFMSSKH-SDNWHVSQSA-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
P-menthane 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

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	360.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	0.06 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	5.833 (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	5.76	ALOGPS
logP	5.21	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	5	ChemAxon
Refractivity	88.03 m³·mol⁻¹	ChemAxon
Polarizability	33.37 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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]+	169.484	31661259
DarkChem	[M-H]-	169.978	31661259
DeepCCS	[M+H]+	171.008	30932474
DeepCCS	[M-H]-	168.65	30932474
DeepCCS	[M-2H]-	201.535	30932474
DeepCCS	[M+Na]+	177.101	30932474
AllCCS	[M+H]+	171.9	32859911
AllCCS	[M+H-H2O]+	168.4	32859911
AllCCS	[M+NH4]+	175.1	32859911
AllCCS	[M+Na]+	176.1	32859911
AllCCS	[M-H]-	176.6	32859911
AllCCS	[M+Na-2H]-	176.6	32859911
AllCCS	[M+HCOO]-	176.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
alpha-Terpinyl cinnamate	CC1=CCC(CC1)C(C)(C)OC(=O)\C=C\C1=CC=CC=C1	2843.4	Standard polar	33892256
alpha-Terpinyl cinnamate	CC1=CCC(CC1)C(C)(C)OC(=O)\C=C\C1=CC=CC=C1	2145.3	Standard non polar	33892256
alpha-Terpinyl cinnamate	CC1=CCC(CC1)C(C)(C)OC(=O)\C=C\C1=CC=CC=C1	2193.8	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 - alpha-Terpinyl cinnamate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fsi-8910000000-46248b0ecc4f647a424b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Terpinyl 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 - alpha-Terpinyl cinnamate 10V, Positive-QTOF	splash10-000i-0980000000-3fb266f3a282a8efbf54	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Terpinyl cinnamate 20V, Positive-QTOF	splash10-0541-4910000000-803b9418bea7eeca70f8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Terpinyl cinnamate 40V, Positive-QTOF	splash10-0zgi-9500000000-21d6d905cde6e3577d91	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Terpinyl cinnamate 10V, Negative-QTOF	splash10-001i-0690000000-63a58c2cfecd0c3a986d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Terpinyl cinnamate 20V, Negative-QTOF	splash10-0udi-0920000000-17bc68654d56fc2e0aae	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Terpinyl cinnamate 40V, Negative-QTOF	splash10-0f79-2900000000-89b59c71bcd53bdbd53a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Terpinyl cinnamate 10V, Negative-QTOF	splash10-0udj-0920000000-263d1378cbbaf5b8eabf	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Terpinyl cinnamate 20V, Negative-QTOF	splash10-001i-0590000000-400903b4e1cc36853658	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Terpinyl cinnamate 40V, Negative-QTOF	splash10-0ufr-5930000000-b4d7770dc1cf09b6867a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Terpinyl cinnamate 10V, Positive-QTOF	splash10-000i-0390000000-29825513da0cfd9c4b00	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Terpinyl cinnamate 20V, Positive-QTOF	splash10-0f8a-1920000000-bcdd652a3ad1630250c8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Terpinyl cinnamate 40V, Positive-QTOF	splash10-0udl-7900000000-399a323a3bec2987d3fe	2021-09-22	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

FDB017260

KNApSAcK ID

Not Available

Chemspider ID

4940529

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6435837

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1034841

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 alpha-Terpinyl cinnamate (HMDB0038050)

MOL for HMDB0038050 (alpha-Terpinyl cinnamate)

3D MOL for HMDB0038050 (alpha-Terpinyl cinnamate)

3D SDF for HMDB0038050 (alpha-Terpinyl cinnamate)

3D-SDF for HMDB0038050 (alpha-Terpinyl cinnamate)

PDB for HMDB0038050 (alpha-Terpinyl cinnamate)

3D PDB for HMDB0038050 (alpha-Terpinyl cinnamate)

SMILES for HMDB0038050 (alpha-Terpinyl cinnamate)

INCHI for HMDB0038050 (alpha-Terpinyl cinnamate)

Structure for HMDB0038050 (alpha-Terpinyl cinnamate)

3D Structure for HMDB0038050 (alpha-Terpinyl cinnamate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra