Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:47:45 UTC

Update Date

2022-03-07 02:56:54 UTC

HMDB ID

HMDB0041142

Secondary Accession Numbers

HMDB41142

Metabolite Identification

Common Name

N-[2-(4-Prenyloxyphenyl)ethyl]tiglamide

Description

N-[2-(4-Prenyloxyphenyl)ethyl]tiglamide belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring. Based on a literature review very few articles have been published on N-[2-(4-Prenyloxyphenyl)ethyl]tiglamide.

Structure

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

HMDB0041142
     RDKit          3D
N-[2-(4-Prenyloxyphenyl)ethyl]tiglamide
 46 46  0  0  0  0  0  0  0  0999 V2000
    7.9985    0.8355   -1.7466 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6172    1.1412   -1.2731 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8680    0.2693   -0.6273 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4227   -1.0737   -0.3600 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5308    0.5900   -0.1783 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0825    1.7441   -0.4201 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7773   -0.3914    0.5104 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4266   -0.1217    0.9804 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5645    0.1972   -0.1918 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1453    0.4846    0.2297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7581   -0.5494    0.3003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0656   -0.3879    0.6718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5279    0.8651    0.9965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8088    1.1526    1.3772 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8630    0.2804    1.4815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3139   -0.3686    0.2218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5711   -0.1784   -0.1938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4772    0.6665    0.6026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0283   -0.8196   -1.4440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5970    1.9219    0.9229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2903    1.7355    0.5480 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0514   -0.1166   -2.3036 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6953    0.7587   -0.8893 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2900    1.6326   -2.4586 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1685    2.1194   -1.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2652   -1.3412    0.7217 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4805   -1.1679   -0.6496 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7698   -1.7999   -0.9218 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2250   -1.3374    0.6775 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5125    0.7789    1.6349 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0712   -1.0018    1.5455 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5567   -0.7148   -0.8537 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9407    1.0143   -0.7960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4370   -1.5616    0.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7509   -1.2513    0.7326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7304    0.7429    2.0233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5269   -0.5625    2.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7017   -0.9922   -0.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0288    1.6746    0.7755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6464    0.2213    1.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4440    0.7566    0.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1324   -0.7843   -1.5336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6397   -1.8632   -1.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6100   -0.2636   -2.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9351    2.9246    1.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4245    2.5454    0.4912 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
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  3
 17 18  1  0
 17 19  1  0
 13 20  1  0
 20 21  2  0
 21 10  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  4 26  1  0
  4 27  1  0
  4 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 11 34  1  0
 12 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 18 39  1  0
 18 40  1  0
 18 41  1  0
 19 42  1  0
 19 43  1  0
 19 44  1  0
 20 45  1  0
 21 46  1  0
M  END


  Mrv0541 02241209132D          

 21 21  0  0  0  0            999 V2000
   -0.0405   -0.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7615    0.1597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4031   -0.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4031   -1.0419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7615   -1.4428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0405   -1.0419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6813   -1.4428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4031   -1.0419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4031   -0.2398    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1249    0.1597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1249    0.9616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1249    0.1597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1249    0.9616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8467    1.4428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2904   -0.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5686    0.1597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8467   -0.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8467   -1.0419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2904    1.4428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5686    0.9616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5686    0.1597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3 12  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 17  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 20  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041142

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C=C(/C)C(=O)NCCC1=CC=C(OCC=C(C)C)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H25NO2/c1-5-15(4)18(20)19-12-10-16-6-8-17(9-7-16)21-13-11-14(2)3/h5-9,11H,10,12-13H2,1-4H3,(H,19,20)/b15-5+

> <INCHI_KEY>
VKVSQOIICDPVQR-PJQLUOCWSA-N

> <FORMULA>
C18H25NO2

> <MOLECULAR_WEIGHT>
287.3966

> <EXACT_MASS>
287.188529049

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
34.578172056153406

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-2-methyl-N-(2-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}ethyl)but-2-enamide

> <ALOGPS_LOGP>
4.49

> <JCHEM_LOGP>
3.9485753750000008

> <ALOGPS_LOGS>
-4.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.777066060952961

> <JCHEM_PKA_STRONGEST_BASIC>
1.956638200411049

> <JCHEM_POLAR_SURFACE_AREA>
38.33

> <JCHEM_REFRACTIVITY>
88.9899

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.40e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-2-methyl-N-(2-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}ethyl)but-2-enamide

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0041142
     RDKit          3D
N-[2-(4-Prenyloxyphenyl)ethyl]tiglamide
 46 46  0  0  0  0  0  0  0  0999 V2000
    7.9985    0.8355   -1.7466 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6172    1.1412   -1.2731 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8680    0.2693   -0.6273 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4227   -1.0737   -0.3600 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5308    0.5900   -0.1783 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0825    1.7441   -0.4201 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7773   -0.3914    0.5104 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4266   -0.1217    0.9804 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5645    0.1972   -0.1918 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1453    0.4846    0.2297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7581   -0.5494    0.3003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0656   -0.3879    0.6718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5279    0.8651    0.9965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8088    1.1526    1.3772 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8630    0.2804    1.4815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3139   -0.3686    0.2218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5711   -0.1784   -0.1938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4772    0.6665    0.6026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0283   -0.8196   -1.4440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5970    1.9219    0.9229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2903    1.7355    0.5480 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0514   -0.1166   -2.3036 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6953    0.7587   -0.8893 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2900    1.6326   -2.4586 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1685    2.1194   -1.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2652   -1.3412    0.7217 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4805   -1.1679   -0.6496 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7698   -1.7999   -0.9218 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2250   -1.3374    0.6775 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5125    0.7789    1.6349 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0712   -1.0018    1.5455 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5567   -0.7148   -0.8537 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9407    1.0143   -0.7960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4370   -1.5616    0.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7509   -1.2513    0.7326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7304    0.7429    2.0233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5269   -0.5625    2.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7017   -0.9922   -0.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0288    1.6746    0.7755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6464    0.2213    1.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4440    0.7566    0.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1324   -0.7843   -1.5336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6397   -1.8632   -1.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6100   -0.2636   -2.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9351    2.9246    1.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4245    2.5454    0.4912 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
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  3
 17 18  1  0
 17 19  1  0
 13 20  1  0
 20 21  2  0
 21 10  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  4 26  1  0
  4 27  1  0
  4 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 11 34  1  0
 12 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 18 39  1  0
 18 40  1  0
 18 41  1  0
 19 42  1  0
 19 43  1  0
 19 44  1  0
 20 45  1  0
 21 46  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -0.076  -0.448   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.421   0.298   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.619  -0.448   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.619  -1.945   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.421  -2.693   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.076  -1.945   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.272  -2.693   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.619  -1.945   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       2.619  -0.448   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       3.966   0.298   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.966   1.795   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -3.966   0.298   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -3.966   1.795   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.314   2.693   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.009  -0.448   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.661   0.298   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.314  -0.448   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.314  -1.945   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -8.009   2.693   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -6.661   1.795   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -6.661   0.298   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   12                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    1    5    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   17                                                  
CONECT   11   10                                                            
CONECT   12    3   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   20                                                       
CONECT   15   16                                                            
CONECT   16   15   17                                                       
CONECT   17   10   16   18                                                  
CONECT   18   17                                                            
CONECT   19   20                                                            
CONECT   20   14   19   21                                                  
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

COMPND    HMDB0041142
HETATM    1  C1  UNL     1       7.999   0.836  -1.747  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.617   1.141  -1.273  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.868   0.269  -0.627  1.00  0.00           C  
HETATM    4  C4  UNL     1       6.423  -1.074  -0.360  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.531   0.590  -0.178  1.00  0.00           C  
HETATM    6  O1  UNL     1       4.082   1.744  -0.420  1.00  0.00           O  
HETATM    7  N1  UNL     1       3.777  -0.391   0.510  1.00  0.00           N  
HETATM    8  C6  UNL     1       2.427  -0.122   0.980  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.564   0.197  -0.192  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.145   0.485   0.230  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.758  -0.549   0.300  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.066  -0.388   0.672  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.528   0.865   0.997  1.00  0.00           C  
HETATM   14  O2  UNL     1      -3.809   1.153   1.377  1.00  0.00           O  
HETATM   15  C12 UNL     1      -4.863   0.280   1.481  1.00  0.00           C  
HETATM   16  C13 UNL     1      -5.314  -0.369   0.222  1.00  0.00           C  
HETATM   17  C14 UNL     1      -6.571  -0.178  -0.194  1.00  0.00           C  
HETATM   18  C15 UNL     1      -7.477   0.666   0.603  1.00  0.00           C  
HETATM   19  C16 UNL     1      -7.028  -0.820  -1.444  1.00  0.00           C  
HETATM   20  C17 UNL     1      -1.597   1.922   0.923  1.00  0.00           C  
HETATM   21  C18 UNL     1      -0.290   1.735   0.548  1.00  0.00           C  
HETATM   22  H1  UNL     1       8.051  -0.117  -2.304  1.00  0.00           H  
HETATM   23  H2  UNL     1       8.695   0.759  -0.889  1.00  0.00           H  
HETATM   24  H3  UNL     1       8.290   1.633  -2.459  1.00  0.00           H  
HETATM   25  H4  UNL     1       6.168   2.119  -1.449  1.00  0.00           H  
HETATM   26  H5  UNL     1       6.265  -1.341   0.722  1.00  0.00           H  
HETATM   27  H6  UNL     1       7.480  -1.168  -0.650  1.00  0.00           H  
HETATM   28  H7  UNL     1       5.770  -1.800  -0.922  1.00  0.00           H  
HETATM   29  H8  UNL     1       4.225  -1.337   0.677  1.00  0.00           H  
HETATM   30  H9  UNL     1       2.512   0.779   1.635  1.00  0.00           H  
HETATM   31  H10 UNL     1       2.071  -1.002   1.546  1.00  0.00           H  
HETATM   32  H11 UNL     1       1.557  -0.715  -0.854  1.00  0.00           H  
HETATM   33  H12 UNL     1       1.941   1.014  -0.796  1.00  0.00           H  
HETATM   34  H13 UNL     1      -0.437  -1.562   0.051  1.00  0.00           H  
HETATM   35  H14 UNL     1      -2.751  -1.251   0.733  1.00  0.00           H  
HETATM   36  H15 UNL     1      -5.730   0.743   2.023  1.00  0.00           H  
HETATM   37  H16 UNL     1      -4.527  -0.562   2.170  1.00  0.00           H  
HETATM   38  H17 UNL     1      -4.702  -0.992  -0.402  1.00  0.00           H  
HETATM   39  H18 UNL     1      -7.029   1.675   0.776  1.00  0.00           H  
HETATM   40  H19 UNL     1      -7.646   0.221   1.608  1.00  0.00           H  
HETATM   41  H20 UNL     1      -8.444   0.757   0.042  1.00  0.00           H  
HETATM   42  H21 UNL     1      -8.132  -0.784  -1.534  1.00  0.00           H  
HETATM   43  H22 UNL     1      -6.640  -1.863  -1.492  1.00  0.00           H  
HETATM   44  H23 UNL     1      -6.610  -0.264  -2.307  1.00  0.00           H  
HETATM   45  H24 UNL     1      -1.935   2.925   1.175  1.00  0.00           H  
HETATM   46  H25 UNL     1       0.424   2.545   0.491  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    3   25
CONECT    3    4    5
CONECT    4   26   27   28
CONECT    5    6    6    7
CONECT    7    8   29
CONECT    8    9   30   31
CONECT    9   10   32   33
CONECT   10   11   11   21
CONECT   11   12   34
CONECT   12   13   13   35
CONECT   13   14   20
CONECT   14   15
CONECT   15   16   36   37
CONECT   16   17   17   38
CONECT   17   18   19
CONECT   18   39   40   41
CONECT   19   42   43   44
CONECT   20   21   21   45
CONECT   21   46
END

HMDB0041142
     RDKit          3D
N-[2-(4-Prenyloxyphenyl)ethyl]tiglamide
 46 46  0  0  0  0  0  0  0  0999 V2000
    7.9985    0.8355   -1.7466 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6172    1.1412   -1.2731 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8680    0.2693   -0.6273 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4227   -1.0737   -0.3600 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5308    0.5900   -0.1783 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0825    1.7441   -0.4201 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7773   -0.3914    0.5104 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4266   -0.1217    0.9804 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5645    0.1972   -0.1918 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1453    0.4846    0.2297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7581   -0.5494    0.3003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0656   -0.3879    0.6718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5279    0.8651    0.9965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8088    1.1526    1.3772 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8630    0.2804    1.4815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3139   -0.3686    0.2218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5711   -0.1784   -0.1938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4772    0.6665    0.6026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0283   -0.8196   -1.4440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5970    1.9219    0.9229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2903    1.7355    0.5480 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0514   -0.1166   -2.3036 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6953    0.7587   -0.8893 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2900    1.6326   -2.4586 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1685    2.1194   -1.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2652   -1.3412    0.7217 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4805   -1.1679   -0.6496 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7698   -1.7999   -0.9218 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2250   -1.3374    0.6775 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5125    0.7789    1.6349 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0712   -1.0018    1.5455 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5567   -0.7148   -0.8537 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9407    1.0143   -0.7960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4370   -1.5616    0.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7509   -1.2513    0.7326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7304    0.7429    2.0233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5269   -0.5625    2.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7017   -0.9922   -0.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0288    1.6746    0.7755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6464    0.2213    1.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4440    0.7566    0.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1324   -0.7843   -1.5336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6397   -1.8632   -1.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6100   -0.2636   -2.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9351    2.9246    1.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4245    2.5454    0.4912 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
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  3
 17 18  1  0
 17 19  1  0
 13 20  1  0
 20 21  2  0
 21 10  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  4 26  1  0
  4 27  1  0
  4 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 11 34  1  0
 12 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 18 39  1  0
 18 40  1  0
 18 41  1  0
 19 42  1  0
 19 43  1  0
 19 44  1  0
 20 45  1  0
 21 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2E)-2-Methyl-N-(2-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}ethyl)but-2-enimidate	HMDB

Chemical Formula

C₁₈H₂₅NO₂

Average Molecular Weight

287.3966

Monoisotopic Molecular Weight

287.188529049

IUPAC Name

(2E)-2-methyl-N-(2-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}ethyl)but-2-enamide

Traditional Name

(2E)-2-methyl-N-(2-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}ethyl)but-2-enamide

CAS Registry Number

172837-74-0

SMILES

C\C=C(/C)C(=O)NCCC1=CC=C(OCC=C(C)C)C=C1

InChI Identifier

InChI=1S/C18H25NO2/c1-5-15(4)18(20)19-12-10-16-6-8-17(9-7-16)21-13-11-14(2)3/h5-9,11H,10,12-13H2,1-4H3,(H,19,20)/b15-5+

InChI Key

VKVSQOIICDPVQR-PJQLUOCWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol ethers

Sub Class

Not Available

Direct Parent

Phenol ethers

Alternative Parents

Substituents

Phenoxy compound
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
N-acyl-amine
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Ether
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0041142)

Cellular substructure

Membrane (HMDB: HMDB0041142)

Source

Exogenous

Food

Food (HMDB: HMDB0041142)

Not Available

Nutrient (HMDB: HMDB0041142)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	69 - 71 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	1.4 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0064 g/L	ALOGPS
logP	4.49	ALOGPS
logP	3.95	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	15.78	ChemAxon
pKa (Strongest Basic)	1.96	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	38.33 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	88.99 m³·mol⁻¹	ChemAxon
Polarizability	34.58 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	177.739	30932474
DeepCCS	[M-H]-	175.381	30932474
DeepCCS	[M-2H]-	208.267	30932474
DeepCCS	[M+Na]+	183.832	30932474
AllCCS	[M+H]+	171.7	32859911
AllCCS	[M+H-H2O]+	168.6	32859911
AllCCS	[M+NH4]+	174.6	32859911
AllCCS	[M+Na]+	175.4	32859911
AllCCS	[M-H]-	177.7	32859911
AllCCS	[M+Na-2H]-	177.9	32859911
AllCCS	[M+HCOO]-	178.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-[2-(4-Prenyloxyphenyl)ethyl]tiglamide	C\C=C(/C)C(=O)NCCC1=CC=C(OCC=C(C)C)C=C1	3259.9	Standard polar	33892256
N-[2-(4-Prenyloxyphenyl)ethyl]tiglamide	C\C=C(/C)C(=O)NCCC1=CC=C(OCC=C(C)C)C=C1	1995.1	Standard non polar	33892256
N-[2-(4-Prenyloxyphenyl)ethyl]tiglamide	C\C=C(/C)C(=O)NCCC1=CC=C(OCC=C(C)C)C=C1	2398.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-[2-(4-Prenyloxyphenyl)ethyl]tiglamide,1TMS,isomer #1	C/C=C(\C)C(=O)N(CCC1=CC=C(OCC=C(C)C)C=C1)[Si](C)(C)C	2418.9	Semi standard non polar	33892256
N-[2-(4-Prenyloxyphenyl)ethyl]tiglamide,1TMS,isomer #1	C/C=C(\C)C(=O)N(CCC1=CC=C(OCC=C(C)C)C=C1)[Si](C)(C)C	2435.6	Standard non polar	33892256
N-[2-(4-Prenyloxyphenyl)ethyl]tiglamide,1TBDMS,isomer #1	C/C=C(\C)C(=O)N(CCC1=CC=C(OCC=C(C)C)C=C1)[Si](C)(C)C(C)(C)C	2667.6	Semi standard non polar	33892256
N-[2-(4-Prenyloxyphenyl)ethyl]tiglamide,1TBDMS,isomer #1	C/C=C(\C)C(=O)N(CCC1=CC=C(OCC=C(C)C)C=C1)[Si](C)(C)C(C)(C)C	2628.1	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-[2-(4-Prenyloxyphenyl)ethyl]tiglamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-05o0-9530000000-059f66c8f9623df671e9	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-[2-(4-Prenyloxyphenyl)ethyl]tiglamide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-[2-(4-Prenyloxyphenyl)ethyl]tiglamide 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 - N-[2-(4-Prenyloxyphenyl)ethyl]tiglamide 10V, Positive-QTOF	splash10-0019-7190000000-2b22e4532322e9aacaa0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[2-(4-Prenyloxyphenyl)ethyl]tiglamide 20V, Positive-QTOF	splash10-015i-9210000000-61125570f9ee51d59962	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[2-(4-Prenyloxyphenyl)ethyl]tiglamide 40V, Positive-QTOF	splash10-0a4i-9000000000-2ba9518db47cde163a4e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[2-(4-Prenyloxyphenyl)ethyl]tiglamide 10V, Negative-QTOF	splash10-000i-1090000000-09d025dd97f84dbefbfa	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[2-(4-Prenyloxyphenyl)ethyl]tiglamide 20V, Negative-QTOF	splash10-066r-5390000000-c41af008a8a4d31ba375	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[2-(4-Prenyloxyphenyl)ethyl]tiglamide 40V, Negative-QTOF	splash10-052e-9310000000-78a51c36f017827f6d11	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[2-(4-Prenyloxyphenyl)ethyl]tiglamide 10V, Negative-QTOF	splash10-000i-0090000000-9a1b490fcec721cbbfb4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[2-(4-Prenyloxyphenyl)ethyl]tiglamide 20V, Negative-QTOF	splash10-0609-4960000000-0c320ef6335ef8cc63ce	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[2-(4-Prenyloxyphenyl)ethyl]tiglamide 40V, Negative-QTOF	splash10-0006-9400000000-d119b088486e0e1311de	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[2-(4-Prenyloxyphenyl)ethyl]tiglamide 10V, Positive-QTOF	splash10-000i-0490000000-0fd47f74d95199d8ba44	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[2-(4-Prenyloxyphenyl)ethyl]tiglamide 20V, Positive-QTOF	splash10-0670-9530000000-dd23882f8bcbd2793b9d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[2-(4-Prenyloxyphenyl)ethyl]tiglamide 40V, Positive-QTOF	splash10-0abc-9700000000-e00a4fdc1b0cabc2b7e3	2021-09-24	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

FDB021028

KNApSAcK ID

C00057143

Chemspider ID

30777540

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101683175

PDB ID

Not Available

ChEBI ID

174049

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1889921

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 N-[2-(4-Prenyloxyphenyl)ethyl]tiglamide (HMDB0041142)

MOL for HMDB0041142 (N-[2-(4-Prenyloxyphenyl)ethyl]tiglamide)

3D MOL for HMDB0041142 (N-[2-(4-Prenyloxyphenyl)ethyl]tiglamide)

3D SDF for HMDB0041142 (N-[2-(4-Prenyloxyphenyl)ethyl]tiglamide)

3D-SDF for HMDB0041142 (N-[2-(4-Prenyloxyphenyl)ethyl]tiglamide)

PDB for HMDB0041142 (N-[2-(4-Prenyloxyphenyl)ethyl]tiglamide)

3D PDB for HMDB0041142 (N-[2-(4-Prenyloxyphenyl)ethyl]tiglamide)

SMILES for HMDB0041142 (N-[2-(4-Prenyloxyphenyl)ethyl]tiglamide)

INCHI for HMDB0041142 (N-[2-(4-Prenyloxyphenyl)ethyl]tiglamide)

Structure for HMDB0041142 (N-[2-(4-Prenyloxyphenyl)ethyl]tiglamide)

3D Structure for HMDB0041142 (N-[2-(4-Prenyloxyphenyl)ethyl]tiglamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra