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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:48:24 UTC

Update Date

2022-03-07 02:56:54 UTC

HMDB ID

HMDB0041152

Secondary Accession Numbers

HMDB41152

Metabolite Identification

Common Name

Methyl cis-p-coumarate 3-(3,7-dimethyl-2,6-octadienyl)

Description

Methyl cis-p-coumarate 3-(3,7-dimethyl-2,6-octadienyl) 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 Methyl cis-p-coumarate 3-(3,7-dimethyl-2,6-octadienyl).

Structure

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

HMDB0041152
     RDKit          3D
Methyl cis-p-coumarate 3-(3,7-dimethyl-2,6-octadienyl)
 49 49  0  0  0  0  0  0  0  0999 V2000
    9.9566   -0.6285   -1.7120 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6398   -0.3722   -1.3020 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1727    0.8907   -0.9735 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9709    1.8562   -1.0470 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7717    1.0957   -0.5478 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9268    0.0929   -0.4671 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5473    0.2319   -0.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9639    1.4071    0.2897 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6398    1.4653    0.6708 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8607    0.3341    0.7130 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5207    0.3957    1.0991 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2524   -0.7895    1.1312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6393   -0.5086    1.5647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7000   -0.7670    0.8119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4728   -1.3679   -0.5305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0916   -0.4795    1.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7208    0.5037    0.2773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1123    0.8179    0.6880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1332    0.5615   -0.0992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8882   -0.0565   -1.4291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4990    0.8862    0.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4181   -0.8787    0.3669 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7361   -0.8990   -0.0066 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0402   -1.0451   -2.7282 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5990    0.2638   -1.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3736   -1.4223   -1.0260 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4094    2.0796   -0.2924 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3081   -0.9042   -0.7300 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5100    2.3373    0.2816 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1730    2.4062    0.9490 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1848   -1.4967    1.8833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2466   -1.2979    0.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8325   -0.0715    2.5369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4345   -1.5914   -1.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9052   -0.6147   -1.1188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9068   -2.3284   -0.4400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7279   -1.3953    1.2339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1357   -0.0943    2.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0767    1.3879    0.2502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6873    0.0231   -0.7227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2275    1.2718    1.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4382   -1.0725   -1.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8163   -0.1647   -2.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1636    0.5507   -2.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2212    0.8589   -0.5229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5177    1.9370    0.7083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8565    0.2524    1.1766 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8071   -1.7970    0.3951 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1736   -1.8644   -0.2803 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  3
 19 20  1  0
 19 21  1  0
 10 22  1  0
 22 23  2  0
 23  7  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  5 27  1  0
  6 28  1  0
  8 29  1  0
  9 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 17 40  1  0
 18 41  1  0
 20 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  0
 21 46  1  0
 21 47  1  0
 22 48  1  0
 23 49  1  0
M  END


  Mrv0541 05061312252D          

 23 23  0  0  0  0            999 V2000
    2.1434    7.0125    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
    1.4289    3.3000    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
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    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
    0.7145   -1.2375    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
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    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
    2.1434    6.1875    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   -0.4125    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   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   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
  6  5  1  0  0  0  0
  7  5  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  2  0  0  0  0
 13 10  2  0  0  0  0
 15 14  1  0  0  0  0
 16  1  1  0  0  0  0
 16  2  1  0  0  0  0
 16  6  2  0  0  0  0
 17  3  1  0  0  0  0
 17  7  1  0  0  0  0
 17 14  2  0  0  0  0
 18  8  2  0  0  0  0
 18  9  1  0  0  0  0
 18 10  1  0  0  0  0
 19 11  2  0  0  0  0
 19 12  1  0  0  0  0
 20 13  1  0  0  0  0
 21 20  2  0  0  0  0
 22  4  1  0  0  0  0
 22 20  1  0  0  0  0
 23 15  1  0  0  0  0
 23 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041152

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H26O3/c1-16(2)6-5-7-17(3)14-15-23-19-11-8-18(9-12-19)10-13-20(21)22-4/h6,8-14H,5,7,15H2,1-4H3/b13-10+,17-14+

> <INCHI_KEY>
KSSYIBXTLHIBBX-OZZAOFPBSA-N

> <FORMULA>
C20H26O3

> <MOLECULAR_WEIGHT>
314.4186

> <EXACT_MASS>
314.188194698

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
37.76649905846514

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2E)-3-(4-{[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy}phenyl)prop-2-enoate

> <ALOGPS_LOGP>
6.19

> <JCHEM_LOGP>
5.378602748333333

> <ALOGPS_LOGS>
-5.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.854143275736096

> <JCHEM_POLAR_SURFACE_AREA>
35.53

> <JCHEM_REFRACTIVITY>
97.213

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.80e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2E)-3-(4-{[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy}phenyl)prop-2-enoate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0041152
     RDKit          3D
Methyl cis-p-coumarate 3-(3,7-dimethyl-2,6-octadienyl)
 49 49  0  0  0  0  0  0  0  0999 V2000
    9.9566   -0.6285   -1.7120 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6398   -0.3722   -1.3020 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1727    0.8907   -0.9735 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9709    1.8562   -1.0470 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7717    1.0957   -0.5478 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9268    0.0929   -0.4671 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5473    0.2319   -0.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9639    1.4071    0.2897 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6398    1.4653    0.6708 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8607    0.3341    0.7130 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5207    0.3957    1.0991 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2524   -0.7895    1.1312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6393   -0.5086    1.5647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7000   -0.7670    0.8119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4728   -1.3679   -0.5305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0916   -0.4795    1.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7208    0.5037    0.2773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1123    0.8179    0.6880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1332    0.5615   -0.0992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8882   -0.0565   -1.4291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4990    0.8862    0.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4181   -0.8787    0.3669 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7361   -0.8990   -0.0066 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0402   -1.0451   -2.7282 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5990    0.2638   -1.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3736   -1.4223   -1.0260 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4094    2.0796   -0.2924 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3081   -0.9042   -0.7300 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5100    2.3373    0.2816 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1730    2.4062    0.9490 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1848   -1.4967    1.8833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2466   -1.2979    0.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8325   -0.0715    2.5369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4345   -1.5914   -1.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9052   -0.6147   -1.1188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9068   -2.3284   -0.4400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7279   -1.3953    1.2339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1357   -0.0943    2.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0767    1.3879    0.2502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6873    0.0231   -0.7227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2275    1.2718    1.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4382   -1.0725   -1.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8163   -0.1647   -2.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1636    0.5507   -2.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2212    0.8589   -0.5229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5177    1.9370    0.7083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8565    0.2524    1.1766 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8071   -1.7970    0.3951 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1736   -1.8644   -0.2803 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  3
 19 20  1  0
 19 21  1  0
 10 22  1  0
 22 23  2  0
 23  7  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  5 27  1  0
  6 28  1  0
  8 29  1  0
  9 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 17 40  1  0
 18 41  1  0
 20 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  0
 21 46  1  0
 21 47  1  0
 22 48  1  0
 23 49  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       4.001  13.090   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335  10.780   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  10.780   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -2.310   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       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  11.550   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
CONECT    1   16                                                            
CONECT    2   16                                                            
CONECT    3   17                                                            
CONECT    4   22                                                            
CONECT    5    6    7                                                       
CONECT    6    5   16                                                       
CONECT    7    5   17                                                       
CONECT    8   11   18                                                       
CONECT    9   12   18                                                       
CONECT   10   13   18                                                       
CONECT   11    8   19                                                       
CONECT   12    9   19                                                       
CONECT   13   10   20                                                       
CONECT   14   15   17                                                       
CONECT   15   14   23                                                       
CONECT   16    1    2    6                                                  
CONECT   17    3    7   14                                                  
CONECT   18    8    9   10                                                  
CONECT   19   11   12   23                                                  
CONECT   20   13   21   22                                                  
CONECT   21   20                                                            
CONECT   22    4   20                                                       
CONECT   23   15   19                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   46    0
END

COMPND    HMDB0041152
HETATM    1  C1  UNL     1       9.957  -0.628  -1.712  1.00  0.00           C  
HETATM    2  O1  UNL     1       8.640  -0.372  -1.302  1.00  0.00           O  
HETATM    3  C2  UNL     1       8.173   0.891  -0.974  1.00  0.00           C  
HETATM    4  O2  UNL     1       8.971   1.856  -1.047  1.00  0.00           O  
HETATM    5  C3  UNL     1       6.772   1.096  -0.548  1.00  0.00           C  
HETATM    6  C4  UNL     1       5.927   0.093  -0.467  1.00  0.00           C  
HETATM    7  C5  UNL     1       4.547   0.232  -0.058  1.00  0.00           C  
HETATM    8  C6  UNL     1       3.964   1.407   0.290  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.640   1.465   0.671  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.861   0.334   0.713  1.00  0.00           C  
HETATM   11  O3  UNL     1       0.521   0.396   1.099  1.00  0.00           O  
HETATM   12  C9  UNL     1      -0.252  -0.790   1.131  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.639  -0.509   1.565  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.700  -0.767   0.812  1.00  0.00           C  
HETATM   15  C12 UNL     1      -2.473  -1.368  -0.530  1.00  0.00           C  
HETATM   16  C13 UNL     1      -4.092  -0.479   1.260  1.00  0.00           C  
HETATM   17  C14 UNL     1      -4.721   0.504   0.277  1.00  0.00           C  
HETATM   18  C15 UNL     1      -6.112   0.818   0.688  1.00  0.00           C  
HETATM   19  C16 UNL     1      -7.133   0.562  -0.099  1.00  0.00           C  
HETATM   20  C17 UNL     1      -6.888  -0.056  -1.429  1.00  0.00           C  
HETATM   21  C18 UNL     1      -8.499   0.886   0.340  1.00  0.00           C  
HETATM   22  C19 UNL     1       2.418  -0.879   0.367  1.00  0.00           C  
HETATM   23  C20 UNL     1       3.736  -0.899  -0.007  1.00  0.00           C  
HETATM   24  H1  UNL     1      10.040  -1.045  -2.728  1.00  0.00           H  
HETATM   25  H2  UNL     1      10.599   0.264  -1.547  1.00  0.00           H  
HETATM   26  H3  UNL     1      10.374  -1.422  -1.026  1.00  0.00           H  
HETATM   27  H4  UNL     1       6.409   2.080  -0.292  1.00  0.00           H  
HETATM   28  H5  UNL     1       6.308  -0.904  -0.730  1.00  0.00           H  
HETATM   29  H6  UNL     1       4.510   2.337   0.282  1.00  0.00           H  
HETATM   30  H7  UNL     1       2.173   2.406   0.949  1.00  0.00           H  
HETATM   31  H8  UNL     1       0.185  -1.497   1.883  1.00  0.00           H  
HETATM   32  H9  UNL     1      -0.247  -1.298   0.146  1.00  0.00           H  
HETATM   33  H10 UNL     1      -1.833  -0.072   2.537  1.00  0.00           H  
HETATM   34  H11 UNL     1      -3.434  -1.591  -1.011  1.00  0.00           H  
HETATM   35  H12 UNL     1      -1.905  -0.615  -1.119  1.00  0.00           H  
HETATM   36  H13 UNL     1      -1.907  -2.328  -0.440  1.00  0.00           H  
HETATM   37  H14 UNL     1      -4.728  -1.395   1.234  1.00  0.00           H  
HETATM   38  H15 UNL     1      -4.136  -0.094   2.281  1.00  0.00           H  
HETATM   39  H16 UNL     1      -4.077   1.388   0.250  1.00  0.00           H  
HETATM   40  H17 UNL     1      -4.687   0.023  -0.723  1.00  0.00           H  
HETATM   41  H18 UNL     1      -6.227   1.272   1.678  1.00  0.00           H  
HETATM   42  H19 UNL     1      -6.438  -1.073  -1.233  1.00  0.00           H  
HETATM   43  H20 UNL     1      -7.816  -0.165  -2.019  1.00  0.00           H  
HETATM   44  H21 UNL     1      -6.164   0.551  -2.029  1.00  0.00           H  
HETATM   45  H22 UNL     1      -9.221   0.859  -0.523  1.00  0.00           H  
HETATM   46  H23 UNL     1      -8.518   1.937   0.708  1.00  0.00           H  
HETATM   47  H24 UNL     1      -8.857   0.252   1.177  1.00  0.00           H  
HETATM   48  H25 UNL     1       1.807  -1.797   0.395  1.00  0.00           H  
HETATM   49  H26 UNL     1       4.174  -1.864  -0.280  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6    6   27
CONECT    6    7   28
CONECT    7    8    8   23
CONECT    8    9   29
CONECT    9   10   10   30
CONECT   10   11   22
CONECT   11   12
CONECT   12   13   31   32
CONECT   13   14   14   33
CONECT   14   15   16
CONECT   15   34   35   36
CONECT   16   17   37   38
CONECT   17   18   39   40
CONECT   18   19   19   41
CONECT   19   20   21
CONECT   20   42   43   44
CONECT   21   45   46   47
CONECT   22   23   23   48
CONECT   23   49
END

HMDB0041152
     RDKit          3D
Methyl cis-p-coumarate 3-(3,7-dimethyl-2,6-octadienyl)
 49 49  0  0  0  0  0  0  0  0999 V2000
    9.9566   -0.6285   -1.7120 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6398   -0.3722   -1.3020 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1727    0.8907   -0.9735 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9709    1.8562   -1.0470 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7717    1.0957   -0.5478 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9268    0.0929   -0.4671 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5473    0.2319   -0.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9639    1.4071    0.2897 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6398    1.4653    0.6708 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8607    0.3341    0.7130 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5207    0.3957    1.0991 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2524   -0.7895    1.1312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6393   -0.5086    1.5647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7000   -0.7670    0.8119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4728   -1.3679   -0.5305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0916   -0.4795    1.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7208    0.5037    0.2773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1123    0.8179    0.6880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1332    0.5615   -0.0992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8882   -0.0565   -1.4291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4990    0.8862    0.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4181   -0.8787    0.3669 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7361   -0.8990   -0.0066 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0402   -1.0451   -2.7282 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5990    0.2638   -1.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3736   -1.4223   -1.0260 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4094    2.0796   -0.2924 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3081   -0.9042   -0.7300 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5100    2.3373    0.2816 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1730    2.4062    0.9490 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1848   -1.4967    1.8833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2466   -1.2979    0.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8325   -0.0715    2.5369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4345   -1.5914   -1.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9052   -0.6147   -1.1188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9068   -2.3284   -0.4400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7279   -1.3953    1.2339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1357   -0.0943    2.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0767    1.3879    0.2502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6873    0.0231   -0.7227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2275    1.2718    1.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4382   -1.0725   -1.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8163   -0.1647   -2.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1636    0.5507   -2.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2212    0.8589   -0.5229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5177    1.9370    0.7083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8565    0.2524    1.1766 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8071   -1.7970    0.3951 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1736   -1.8644   -0.2803 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  3
 19 20  1  0
 19 21  1  0
 10 22  1  0
 22 23  2  0
 23  7  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  5 27  1  0
  6 28  1  0
  8 29  1  0
  9 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 17 40  1  0
 18 41  1  0
 20 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  0
 21 46  1  0
 21 47  1  0
 22 48  1  0
 23 49  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Methyl cis-p-coumaric acid 3-(3,7-dimethyl-2,6-octadienyl)	Generator
Methyl (2E)-3-(4-{[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy}phenyl)prop-2-enoic acid	Generator

Chemical Formula

C₂₀H₂₆O₃

Average Molecular Weight

314.4186

Monoisotopic Molecular Weight

314.188194698

IUPAC Name

methyl (2E)-3-(4-{[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy}phenyl)prop-2-enoate

Traditional Name

methyl (2E)-3-(4-{[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy}phenyl)prop-2-enoate

CAS Registry Number

Not Available

SMILES

COC(=O)\C=C\C1=CC=C(OC\C=C(/C)CCC=C(C)C)C=C1

InChI Identifier

InChI=1S/C20H26O3/c1-16(2)6-5-7-17(3)14-15-23-19-11-8-18(9-12-19)10-13-20(21)22-4/h6,8-14H,5,7,15H2,1-4H3/b13-10+,17-14+

InChI Key

KSSYIBXTLHIBBX-OZZAOFPBSA-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
Monoterpenoid
Monocyclic monoterpenoid
Phenoxy compound
Styrene
Phenol ether
Alkyl aryl ether
Fatty acid ester
Monocyclic benzene moiety
Fatty acyl
Benzenoid
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Carboxylic acid ester
Ether
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organooxygen compound
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0041152)

Cellular substructure

Membrane (HMDB: HMDB0041152)

Source

Exogenous

Food

Food (HMDB: HMDB0041152)

Endogenous

Plant

Plant (HMDB: HMDB0041152)

Not Available

Nutrient (HMDB: HMDB0041152)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0018 g/L	ALOGPS
logP	6.19	ALOGPS
logP	5.38	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	35.53 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	97.21 m³·mol⁻¹	ChemAxon
Polarizability	37.77 Å³	ChemAxon
Number of Rings	1	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]+	180.403	31661259
DarkChem	[M-H]-	180.41	31661259
DeepCCS	[M+H]+	179.483	30932474
DeepCCS	[M-H]-	177.125	30932474
DeepCCS	[M-2H]-	210.908	30932474
DeepCCS	[M+Na]+	186.135	30932474
AllCCS	[M+H]+	180.8	32859911
AllCCS	[M+H-H2O]+	177.8	32859911
AllCCS	[M+NH4]+	183.5	32859911
AllCCS	[M+Na]+	184.3	32859911
AllCCS	[M-H]-	184.1	32859911
AllCCS	[M+Na-2H]-	184.2	32859911
AllCCS	[M+HCOO]-	184.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Methyl cis-p-coumarate 3-(3,7-dimethyl-2,6-octadienyl)	COC(=O)\C=C\C1=CC=C(OC\C=C(/C)CCC=C(C)C)C=C1	3402.3	Standard polar	33892256
Methyl cis-p-coumarate 3-(3,7-dimethyl-2,6-octadienyl)	COC(=O)\C=C\C1=CC=C(OC\C=C(/C)CCC=C(C)C)C=C1	2469.7	Standard non polar	33892256
Methyl cis-p-coumarate 3-(3,7-dimethyl-2,6-octadienyl)	COC(=O)\C=C\C1=CC=C(OC\C=C(/C)CCC=C(C)C)C=C1	2578.6	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 - Methyl cis-p-coumarate 3-(3,7-dimethyl-2,6-octadienyl) GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-4690000000-225cdefec105afb85559	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methyl cis-p-coumarate 3-(3,7-dimethyl-2,6-octadienyl) GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methyl cis-p-coumarate 3-(3,7-dimethyl-2,6-octadienyl) 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 - Methyl cis-p-coumarate 3-(3,7-dimethyl-2,6-octadienyl) 10V, Positive-QTOF	splash10-0159-0493000000-74e766068c802a6f4cf0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl cis-p-coumarate 3-(3,7-dimethyl-2,6-octadienyl) 20V, Positive-QTOF	splash10-05n0-6960000000-b17134908ed1a4339c2f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl cis-p-coumarate 3-(3,7-dimethyl-2,6-octadienyl) 40V, Positive-QTOF	splash10-0pvi-8900000000-42e06fb843e0f03305f4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl cis-p-coumarate 3-(3,7-dimethyl-2,6-octadienyl) 10V, Negative-QTOF	splash10-03di-0349000000-3171f38b7351e0a54a21	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl cis-p-coumarate 3-(3,7-dimethyl-2,6-octadienyl) 20V, Negative-QTOF	splash10-01ta-0911000000-e6a7d76625d219798ad4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl cis-p-coumarate 3-(3,7-dimethyl-2,6-octadienyl) 40V, Negative-QTOF	splash10-0002-0900000000-7f275246da07394cec13	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl cis-p-coumarate 3-(3,7-dimethyl-2,6-octadienyl) 10V, Negative-QTOF	splash10-03di-1329000000-a478a0f272c6c9f301ea	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl cis-p-coumarate 3-(3,7-dimethyl-2,6-octadienyl) 20V, Negative-QTOF	splash10-07pi-0931000000-71a52a7426243c89501e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl cis-p-coumarate 3-(3,7-dimethyl-2,6-octadienyl) 40V, Negative-QTOF	splash10-014i-0900000000-497c67f7f6adeee14d07	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl cis-p-coumarate 3-(3,7-dimethyl-2,6-octadienyl) 10V, Positive-QTOF	splash10-00lr-8895000000-d56369d6bfa900500ab6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl cis-p-coumarate 3-(3,7-dimethyl-2,6-octadienyl) 20V, Positive-QTOF	splash10-001j-9110000000-1fc6f89da42074ff71b6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl cis-p-coumarate 3-(3,7-dimethyl-2,6-octadienyl) 40V, Positive-QTOF	splash10-00o0-9300000000-9f4288320ee0ddef01e8	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

FDB021040

KNApSAcK ID

Not Available

Chemspider ID

29416077

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

51349869

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

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 Methyl cis-p-coumarate 3-(3,7-dimethyl-2,6-octadienyl) (HMDB0041152)

MOL for HMDB0041152 (Methyl cis-p-coumarate 3-(3,7-dimethyl-2,6-octadienyl))

3D MOL for HMDB0041152 (Methyl cis-p-coumarate 3-(3,7-dimethyl-2,6-octadienyl))

3D SDF for HMDB0041152 (Methyl cis-p-coumarate 3-(3,7-dimethyl-2,6-octadienyl))

3D-SDF for HMDB0041152 (Methyl cis-p-coumarate 3-(3,7-dimethyl-2,6-octadienyl))

PDB for HMDB0041152 (Methyl cis-p-coumarate 3-(3,7-dimethyl-2,6-octadienyl))

3D PDB for HMDB0041152 (Methyl cis-p-coumarate 3-(3,7-dimethyl-2,6-octadienyl))

SMILES for HMDB0041152 (Methyl cis-p-coumarate 3-(3,7-dimethyl-2,6-octadienyl))

INCHI for HMDB0041152 (Methyl cis-p-coumarate 3-(3,7-dimethyl-2,6-octadienyl))

Structure for HMDB0041152 (Methyl cis-p-coumarate 3-(3,7-dimethyl-2,6-octadienyl))

3D Structure for HMDB0041152 (Methyl cis-p-coumarate 3-(3,7-dimethyl-2,6-octadienyl))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra