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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:48:45 UTC

Update Date

2022-03-07 02:53:17 UTC

HMDB ID

HMDB0032255

Secondary Accession Numbers

HMDB32255

Metabolite Identification

Common Name

N-[(Ethoxycarbonyl)methyl)-p-menthane-3-carboxamide

Description

N-[(Ethoxycarbonyl)methyl)-p-menthane-3-carboxamide belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom. Based on a literature review very few articles have been published on N-[(Ethoxycarbonyl)methyl)-p-menthane-3-carboxamide.

Structure

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

HMDB0032255
     RDKit          3D
N-[(Ethoxycarbonyl)methyl)-p-menthane-3-carboxamide
 46 46  0  0  0  0  0  0  0  0999 V2000
    7.0410    0.5750   -1.8690 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6887    1.1246   -1.4588 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8594    0.0127   -1.1643 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5340    0.1834   -0.7514 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1514    1.3945   -0.6666 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6441   -0.9463   -0.4373 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3573   -0.4136   -0.0473 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2641   -1.2440    0.3221 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4854   -2.4986    0.2896 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0506   -0.6930    0.7202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8416    0.1755    1.9246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1259    0.8308    2.3567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1529   -0.1569    2.8400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6119    1.6986    1.2386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7857    0.9572   -0.0628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6235    0.0899   -0.4116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0712   -0.8587   -1.5271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6565   -0.0745   -2.6826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0803   -1.8568   -1.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2840    0.8333   -2.9379 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0966   -0.5209   -1.7995 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8071    0.9894   -1.1834 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7643    1.8199   -0.5993 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2930    1.7300   -2.3085 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0669   -1.6410    0.3137 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4433   -1.5874   -1.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1733    0.6312   -0.0204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7237   -1.5311    0.9755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4131   -0.3958    2.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1411    0.9951    1.6445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8797    1.5027    3.2114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7785    0.3174    3.6475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8534   -0.4900    2.0719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6129   -0.9827    3.3467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5679    2.2077    1.4605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8589    2.4916    1.0714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8641    1.7551   -0.8593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7660    0.4527   -0.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8043    0.6926   -0.8549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1939   -1.4064   -1.9468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9950    0.7720   -2.9746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6993    0.2444   -2.4872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7196   -0.8061   -3.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6613   -2.8921   -0.9909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9079   -1.9137   -1.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5132   -1.5677   -0.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 16 10  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 17 40  1  0
 18 41  1  0
 18 42  1  0
 18 43  1  0
 19 44  1  0
 19 45  1  0
 19 46  1  0
M  END

  Mrv0541 02241221212D          

 19 19  0  0  0  0            999 V2000
    2.8579   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    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
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 O   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
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 10 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032255

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC(=O)CNC(=O)C1CC(C)CCC1C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H27NO3/c1-5-19-14(17)9-16-15(18)13-8-11(4)6-7-12(13)10(2)3/h10-13H,5-9H2,1-4H3,(H,16,18)

> <INCHI_KEY>
GWRCTWAPTXBPHW-UHFFFAOYSA-N

> <FORMULA>
C15H27NO3

> <MOLECULAR_WEIGHT>
269.3798

> <EXACT_MASS>
269.199093735

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
31.12752652716195

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
ethyl 2-{[5-methyl-2-(propan-2-yl)cyclohexyl]formamido}acetate

> <ALOGPS_LOGP>
2.74

> <JCHEM_LOGP>
2.593201228333333

> <ALOGPS_LOGS>
-3.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.074635049674487

> <JCHEM_PKA_STRONGEST_BASIC>
0.5061743847127164

> <JCHEM_POLAR_SURFACE_AREA>
55.4

> <JCHEM_REFRACTIVITY>
74.4139

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.35e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethyl 2-[(2-isopropyl-5-methylcyclohexyl)formamido]acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032255
     RDKit          3D
N-[(Ethoxycarbonyl)methyl)-p-menthane-3-carboxamide
 46 46  0  0  0  0  0  0  0  0999 V2000
    7.0410    0.5750   -1.8690 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6887    1.1246   -1.4588 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8594    0.0127   -1.1643 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5340    0.1834   -0.7514 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1514    1.3945   -0.6666 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6441   -0.9463   -0.4373 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3573   -0.4136   -0.0473 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2641   -1.2440    0.3221 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4854   -2.4986    0.2896 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0506   -0.6930    0.7202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8416    0.1755    1.9246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1259    0.8308    2.3567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1529   -0.1569    2.8400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6119    1.6986    1.2386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7857    0.9572   -0.0628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6235    0.0899   -0.4116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0712   -0.8587   -1.5271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6565   -0.0745   -2.6826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0803   -1.8568   -1.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2840    0.8333   -2.9379 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0966   -0.5209   -1.7995 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8071    0.9894   -1.1834 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7643    1.8199   -0.5993 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2930    1.7300   -2.3085 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0669   -1.6410    0.3137 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4433   -1.5874   -1.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1733    0.6312   -0.0204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7237   -1.5311    0.9755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4131   -0.3958    2.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1411    0.9951    1.6445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8797    1.5027    3.2114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7785    0.3174    3.6475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8534   -0.4900    2.0719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6129   -0.9827    3.3467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5679    2.2077    1.4605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8589    2.4916    1.0714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8641    1.7551   -0.8593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7660    0.4527   -0.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8043    0.6926   -0.8549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1939   -1.4064   -1.9468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9950    0.7720   -2.9746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6993    0.2444   -2.4872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7196   -0.8061   -3.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6613   -2.8921   -0.9909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9079   -1.9137   -1.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5132   -1.5677   -0.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 16 10  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 17 40  1  0
 18 41  1  0
 18 42  1  0
 18 43  1  0
 19 44  1  0
 19 45  1  0
 19 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  O   UNK     0       5.335  -9.240   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       4.001  -6.930   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       8.002  -7.700   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       9.336  -5.390   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.337  -7.700   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.671  -6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.003 -10.010   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.336 -10.010   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.336 -11.550   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4                                                            
CONECT    6    2    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   16                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   10   17                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

COMPND    HMDB0032255
HETATM    1  C1  UNL     1       7.041   0.575  -1.869  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.689   1.125  -1.459  1.00  0.00           C  
HETATM    3  O1  UNL     1       4.859   0.013  -1.164  1.00  0.00           O  
HETATM    4  C3  UNL     1       3.534   0.183  -0.751  1.00  0.00           C  
HETATM    5  O2  UNL     1       3.151   1.394  -0.667  1.00  0.00           O  
HETATM    6  C4  UNL     1       2.644  -0.946  -0.437  1.00  0.00           C  
HETATM    7  N1  UNL     1       1.357  -0.414  -0.047  1.00  0.00           N  
HETATM    8  C5  UNL     1       0.264  -1.244   0.322  1.00  0.00           C  
HETATM    9  O3  UNL     1       0.485  -2.499   0.290  1.00  0.00           O  
HETATM   10  C6  UNL     1      -1.051  -0.693   0.720  1.00  0.00           C  
HETATM   11  C7  UNL     1      -0.842   0.176   1.925  1.00  0.00           C  
HETATM   12  C8  UNL     1      -2.126   0.831   2.357  1.00  0.00           C  
HETATM   13  C9  UNL     1      -3.153  -0.157   2.840  1.00  0.00           C  
HETATM   14  C10 UNL     1      -2.612   1.699   1.239  1.00  0.00           C  
HETATM   15  C11 UNL     1      -2.786   0.957  -0.063  1.00  0.00           C  
HETATM   16  C12 UNL     1      -1.623   0.090  -0.412  1.00  0.00           C  
HETATM   17  C13 UNL     1      -2.071  -0.859  -1.527  1.00  0.00           C  
HETATM   18  C14 UNL     1      -2.656  -0.074  -2.683  1.00  0.00           C  
HETATM   19  C15 UNL     1      -3.080  -1.857  -1.041  1.00  0.00           C  
HETATM   20  H1  UNL     1       7.284   0.833  -2.938  1.00  0.00           H  
HETATM   21  H2  UNL     1       7.097  -0.521  -1.800  1.00  0.00           H  
HETATM   22  H3  UNL     1       7.807   0.989  -1.183  1.00  0.00           H  
HETATM   23  H4  UNL     1       5.764   1.820  -0.599  1.00  0.00           H  
HETATM   24  H5  UNL     1       5.293   1.730  -2.309  1.00  0.00           H  
HETATM   25  H6  UNL     1       3.067  -1.641   0.314  1.00  0.00           H  
HETATM   26  H7  UNL     1       2.443  -1.587  -1.345  1.00  0.00           H  
HETATM   27  H8  UNL     1       1.173   0.631  -0.020  1.00  0.00           H  
HETATM   28  H9  UNL     1      -1.724  -1.531   0.975  1.00  0.00           H  
HETATM   29  H10 UNL     1      -0.413  -0.396   2.770  1.00  0.00           H  
HETATM   30  H11 UNL     1      -0.141   0.995   1.645  1.00  0.00           H  
HETATM   31  H12 UNL     1      -1.880   1.503   3.211  1.00  0.00           H  
HETATM   32  H13 UNL     1      -3.779   0.317   3.647  1.00  0.00           H  
HETATM   33  H14 UNL     1      -3.853  -0.490   2.072  1.00  0.00           H  
HETATM   34  H15 UNL     1      -2.613  -0.983   3.347  1.00  0.00           H  
HETATM   35  H16 UNL     1      -3.568   2.208   1.460  1.00  0.00           H  
HETATM   36  H17 UNL     1      -1.859   2.492   1.071  1.00  0.00           H  
HETATM   37  H18 UNL     1      -2.864   1.755  -0.859  1.00  0.00           H  
HETATM   38  H19 UNL     1      -3.766   0.453  -0.069  1.00  0.00           H  
HETATM   39  H20 UNL     1      -0.804   0.693  -0.855  1.00  0.00           H  
HETATM   40  H21 UNL     1      -1.194  -1.406  -1.947  1.00  0.00           H  
HETATM   41  H22 UNL     1      -1.995   0.772  -2.975  1.00  0.00           H  
HETATM   42  H23 UNL     1      -3.699   0.244  -2.487  1.00  0.00           H  
HETATM   43  H24 UNL     1      -2.720  -0.806  -3.540  1.00  0.00           H  
HETATM   44  H25 UNL     1      -2.661  -2.892  -0.991  1.00  0.00           H  
HETATM   45  H26 UNL     1      -3.908  -1.914  -1.775  1.00  0.00           H  
HETATM   46  H27 UNL     1      -3.513  -1.568  -0.045  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   23   24
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7   25   26
CONECT    7    8   27
CONECT    8    9    9   10
CONECT   10   11   16   28
CONECT   11   12   29   30
CONECT   12   13   14   31
CONECT   13   32   33   34
CONECT   14   15   35   36
CONECT   15   16   37   38
CONECT   16   17   39
CONECT   17   18   19   40
CONECT   18   41   42   43
CONECT   19   44   45   46
END

HMDB0032255
     RDKit          3D
N-[(Ethoxycarbonyl)methyl)-p-menthane-3-carboxamide
 46 46  0  0  0  0  0  0  0  0999 V2000
    7.0410    0.5750   -1.8690 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6887    1.1246   -1.4588 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8594    0.0127   -1.1643 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5340    0.1834   -0.7514 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1514    1.3945   -0.6666 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6441   -0.9463   -0.4373 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3573   -0.4136   -0.0473 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2641   -1.2440    0.3221 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4854   -2.4986    0.2896 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0506   -0.6930    0.7202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8416    0.1755    1.9246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1259    0.8308    2.3567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1529   -0.1569    2.8400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6119    1.6986    1.2386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7857    0.9572   -0.0628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6235    0.0899   -0.4116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0712   -0.8587   -1.5271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6565   -0.0745   -2.6826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0803   -1.8568   -1.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2840    0.8333   -2.9379 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0966   -0.5209   -1.7995 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8071    0.9894   -1.1834 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7643    1.8199   -0.5993 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2930    1.7300   -2.3085 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0669   -1.6410    0.3137 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4433   -1.5874   -1.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1733    0.6312   -0.0204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7237   -1.5311    0.9755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4131   -0.3958    2.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1411    0.9951    1.6445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8797    1.5027    3.2114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7785    0.3174    3.6475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8534   -0.4900    2.0719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6129   -0.9827    3.3467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5679    2.2077    1.4605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8589    2.4916    1.0714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8641    1.7551   -0.8593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7660    0.4527   -0.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8043    0.6926   -0.8549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1939   -1.4064   -1.9468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9950    0.7720   -2.9746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6993    0.2444   -2.4872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7196   -0.8061   -3.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6613   -2.8921   -0.9909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9079   -1.9137   -1.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5132   -1.5677   -0.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 16 10  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 17 40  1  0
 18 41  1  0
 18 42  1  0
 18 43  1  0
 19 44  1  0
 19 45  1  0
 19 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-(2-Ethoxy-2-oxoethyl)-5-methyl-2-(propan-2-yl)cyclohexane-1-carboximidate	HMDB

Chemical Formula

C₁₅H₂₇NO₃

Average Molecular Weight

269.3798

Monoisotopic Molecular Weight

269.199093735

IUPAC Name

ethyl 2-{[5-methyl-2-(propan-2-yl)cyclohexyl]formamido}acetate

Traditional Name

ethyl 2-[(2-isopropyl-5-methylcyclohexyl)formamido]acetate

CAS Registry Number

68489-14-5

SMILES

CCOC(=O)CNC(=O)C1CC(C)CCC1C(C)C

InChI Identifier

InChI=1S/C15H27NO3/c1-5-19-14(17)9-16-15(18)13-8-11(4)6-7-12(13)10(2)3/h10-13H,5-9H2,1-4H3,(H,16,18)

InChI Key

GWRCTWAPTXBPHW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids and derivatives

Alternative Parents

Substituents

Alpha-amino acid ester
N-acyl-alpha amino acid or derivatives
Monocyclic monoterpenoid
P-menthane monoterpenoid
Monoterpenoid
Carboxamide group
Carboxylic acid ester
Secondary carboxylic acid amide
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Organoleptic effect

Odor

Mentholic

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0032255)
Cell membrane (HMDB: HMDB0032255)

Source

Endogenous

Endogenous (HMDB: HMDB0032255)

Exogenous

Food

Food (HMDB: HMDB0032255)

Exogenous (HMDB: HMDB0032255)

Process

Not Available

Role

Not Available

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	0.14 g/L	ALOGPS
logP	2.74	ALOGPS
logP	2.59	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	13.07	ChemAxon
pKa (Strongest Basic)	0.51	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.4 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	74.41 m³·mol⁻¹	ChemAxon
Polarizability	31.13 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	164.762	31661259
DarkChem	[M-H]-	161.178	31661259
DeepCCS	[M+H]+	170.32	30932474
DeepCCS	[M-H]-	167.962	30932474
DeepCCS	[M-2H]-	200.848	30932474
DeepCCS	[M+Na]+	176.413	30932474
AllCCS	[M+H]+	165.2	32859911
AllCCS	[M+H-H2O]+	161.9	32859911
AllCCS	[M+NH4]+	168.2	32859911
AllCCS	[M+Na]+	169.1	32859911
AllCCS	[M-H]-	169.1	32859911
AllCCS	[M+Na-2H]-	169.9	32859911
AllCCS	[M+HCOO]-	170.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-[(Ethoxycarbonyl)methyl)-p-menthane-3-carboxamide	CCOC(=O)CNC(=O)C1CC(C)CCC1C(C)C	2435.5	Standard polar	33892256
N-[(Ethoxycarbonyl)methyl)-p-menthane-3-carboxamide	CCOC(=O)CNC(=O)C1CC(C)CCC1C(C)C	1779.4	Standard non polar	33892256
N-[(Ethoxycarbonyl)methyl)-p-menthane-3-carboxamide	CCOC(=O)CNC(=O)C1CC(C)CCC1C(C)C	1963.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-[(Ethoxycarbonyl)methyl)-p-menthane-3-carboxamide,1TMS,isomer #1	CCOC(=O)CN(C(=O)C1CC(C)CCC1C(C)C)[Si](C)(C)C	1966.6	Semi standard non polar	33892256
N-[(Ethoxycarbonyl)methyl)-p-menthane-3-carboxamide,1TMS,isomer #1	CCOC(=O)CN(C(=O)C1CC(C)CCC1C(C)C)[Si](C)(C)C	1939.7	Standard non polar	33892256
N-[(Ethoxycarbonyl)methyl)-p-menthane-3-carboxamide,1TBDMS,isomer #1	CCOC(=O)CN(C(=O)C1CC(C)CCC1C(C)C)[Si](C)(C)C(C)(C)C	2215.7	Semi standard non polar	33892256
N-[(Ethoxycarbonyl)methyl)-p-menthane-3-carboxamide,1TBDMS,isomer #1	CCOC(=O)CN(C(=O)C1CC(C)CCC1C(C)C)[Si](C)(C)C(C)(C)C	2150.2	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-[(Ethoxycarbonyl)methyl)-p-menthane-3-carboxamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-4930000000-582dfaf8ff806841f7c3	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-[(Ethoxycarbonyl)methyl)-p-menthane-3-carboxamide 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-[(Ethoxycarbonyl)methyl)-p-menthane-3-carboxamide 10V, Positive-QTOF	splash10-00xr-0690000000-d61b77ff10d4f0302fc9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[(Ethoxycarbonyl)methyl)-p-menthane-3-carboxamide 20V, Positive-QTOF	splash10-01bi-3940000000-505eec53857522a2c4a9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[(Ethoxycarbonyl)methyl)-p-menthane-3-carboxamide 40V, Positive-QTOF	splash10-0670-7900000000-f968ab327f04437415f3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[(Ethoxycarbonyl)methyl)-p-menthane-3-carboxamide 10V, Negative-QTOF	splash10-01b9-0190000000-2ef812b12c067f7e50f5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[(Ethoxycarbonyl)methyl)-p-menthane-3-carboxamide 20V, Negative-QTOF	splash10-015m-4970000000-67cc7a3ff72f7886d821	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[(Ethoxycarbonyl)methyl)-p-menthane-3-carboxamide 40V, Negative-QTOF	splash10-0fev-9610000000-95d12d369550a8203e4b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[(Ethoxycarbonyl)methyl)-p-menthane-3-carboxamide 10V, Negative-QTOF	splash10-01b9-0190000000-545940a63ac80cd5fc1d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[(Ethoxycarbonyl)methyl)-p-menthane-3-carboxamide 20V, Negative-QTOF	splash10-00li-6950000000-8785b23107ae6a5574f2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[(Ethoxycarbonyl)methyl)-p-menthane-3-carboxamide 40V, Negative-QTOF	splash10-0079-1900000000-3c80b6448b4a156c4b7b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[(Ethoxycarbonyl)methyl)-p-menthane-3-carboxamide 10V, Positive-QTOF	splash10-00ts-3910000000-116ef190f7573e89a380	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[(Ethoxycarbonyl)methyl)-p-menthane-3-carboxamide 20V, Positive-QTOF	splash10-000b-6910000000-fc29c659d9ee656bbf0b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[(Ethoxycarbonyl)methyl)-p-menthane-3-carboxamide 40V, Positive-QTOF	splash10-000x-9300000000-a06295c040196fa8f021	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

FDB009366

KNApSAcK ID

Not Available

Chemspider ID

9696656

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11521869

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

(). EAFUS: Everything Added to Food in the United States.. .

Showing metabocard for N-[(Ethoxycarbonyl)methyl)-p-menthane-3-carboxamide (HMDB0032255)

MOL for HMDB0032255 (N-[(Ethoxycarbonyl)methyl)-p-menthane-3-carboxamide)

3D MOL for HMDB0032255 (N-[(Ethoxycarbonyl)methyl)-p-menthane-3-carboxamide)

3D SDF for HMDB0032255 (N-[(Ethoxycarbonyl)methyl)-p-menthane-3-carboxamide)

3D-SDF for HMDB0032255 (N-[(Ethoxycarbonyl)methyl)-p-menthane-3-carboxamide)

PDB for HMDB0032255 (N-[(Ethoxycarbonyl)methyl)-p-menthane-3-carboxamide)

3D PDB for HMDB0032255 (N-[(Ethoxycarbonyl)methyl)-p-menthane-3-carboxamide)

SMILES for HMDB0032255 (N-[(Ethoxycarbonyl)methyl)-p-menthane-3-carboxamide)

INCHI for HMDB0032255 (N-[(Ethoxycarbonyl)methyl)-p-menthane-3-carboxamide)

Structure for HMDB0032255 (N-[(Ethoxycarbonyl)methyl)-p-menthane-3-carboxamide)

3D Structure for HMDB0032255 (N-[(Ethoxycarbonyl)methyl)-p-menthane-3-carboxamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra