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Showing metabocard for Methyl cyclohexanecarboxylate (HMDB0031343)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 17:42:25 UTC
Update Date2023-02-21 17:20:27 UTC
HMDB IDHMDB0031343
Secondary Accession Numbers
  • HMDB31343
Metabolite Identification
Common NameMethyl cyclohexanecarboxylate
DescriptionMethyl cyclohexanecarboxylate, also known as fema 3568 or hexahydrobenzoic acid methyl ester, belongs to the class of organic compounds known as methyl esters. These are organic compounds containing a carboxyl group that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=H or organyl group and R'=methyl group. Methyl cyclohexanecarboxylate is a berry, estery, and fruity tasting compound. Methyl cyclohexanecarboxylate is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review very few articles have been published on Methyl cyclohexanecarboxylate.
Structure
Data?1677000027
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0031343 (Methyl cyclohexanecarboxylate)

  Mrv0541 05061305532D          

 10 10  0  0  0  0            999 V2000
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  2  0  0  0  0
 10  1  1  0  0  0  0
 10  8  1  0  0  0  0
M  END
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3D MOL for HMDB0031343 (Methyl cyclohexanecarboxylate)

HMDB0031343
     RDKit          3D
Methyl cyclohexanecarboxylate
 24 24  0  0  0  0  0  0  0  0999 V2000
    3.8814    0.2069   -0.2327 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4989    0.5045   -0.0840 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5547   -0.4531    0.2382 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9465   -1.6277    0.4033 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1354   -0.0607    0.3743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7576   -1.2087    0.7252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0852   -0.9951    0.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5075    0.4574    0.0815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5544    1.3742   -0.6077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2679    0.6016   -0.9287 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4287    1.1269    0.0646 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1926   -0.6165    0.4471 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1193    0.0208   -1.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0032    0.7183    1.1760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9554   -1.2965    1.8149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3471   -2.1800    0.3859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0889   -1.3743   -1.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8428   -1.5734    0.6076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5284    0.5014   -0.3715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6365    0.7078    1.1652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2297    2.1874    0.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9626    1.8735   -1.4979 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5429    1.2713   -1.2375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5331   -0.1658   -1.6921 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10  5  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  5 14  1  0
  6 15  1  0
  6 16  1  0
  7 17  1  0
  7 18  1  0
  8 19  1  0
  8 20  1  0
  9 21  1  0
  9 22  1  0
 10 23  1  0
 10 24  1  0
M  END
Download

3D SDF for HMDB0031343 (Methyl cyclohexanecarboxylate)

  Mrv0541 05061305532D          

 10 10  0  0  0  0            999 V2000
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  2  0  0  0  0
 10  1  1  0  0  0  0
 10  8  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031343

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)C1CCCCC1

> <INCHI_IDENTIFIER>
InChI=1S/C8H14O2/c1-10-8(9)7-5-3-2-4-6-7/h7H,2-6H2,1H3

> <INCHI_KEY>
ZQWPRMPSCMSAJU-UHFFFAOYSA-N

> <FORMULA>
C8H14O2

> <MOLECULAR_WEIGHT>
142.1956

> <EXACT_MASS>
142.099379692

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
16.185732302130788

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl cyclohexanecarboxylate

> <ALOGPS_LOGP>
1.85

> <JCHEM_LOGP>
2.0360505593333333

> <ALOGPS_LOGS>
-1.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.062871804856294

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
38.615

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.55e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl cyclohexanecarboxylate

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for HMDB0031343 (Methyl cyclohexanecarboxylate)

HMDB0031343
     RDKit          3D
Methyl cyclohexanecarboxylate
 24 24  0  0  0  0  0  0  0  0999 V2000
    3.8814    0.2069   -0.2327 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4989    0.5045   -0.0840 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5547   -0.4531    0.2382 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9465   -1.6277    0.4033 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1354   -0.0607    0.3743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7576   -1.2087    0.7252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0852   -0.9951    0.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5075    0.4574    0.0815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5544    1.3742   -0.6077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2679    0.6016   -0.9287 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4287    1.1269    0.0646 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1926   -0.6165    0.4471 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1193    0.0208   -1.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0032    0.7183    1.1760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9554   -1.2965    1.8149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3471   -2.1800    0.3859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0889   -1.3743   -1.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8428   -1.5734    0.6076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5284    0.5014   -0.3715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6365    0.7078    1.1652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2297    2.1874    0.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9626    1.8735   -1.4979 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5429    1.2713   -1.2375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5331   -0.1658   -1.6921 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10  5  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  5 14  1  0
  6 15  1  0
  6 16  1  0
  7 17  1  0
  7 18  1  0
  8 19  1  0
  8 20  1  0
  9 21  1  0
  9 22  1  0
 10 23  1  0
 10 24  1  0
M  END
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PDB for HMDB0031343 (Methyl cyclohexanecarboxylate)

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       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    7                                                       
CONECT    7    5    6    8                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    1    8                                                       
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END
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3D PDB for HMDB0031343 (Methyl cyclohexanecarboxylate)

COMPND    HMDB0031343
HETATM    1  C1  UNL     1       3.881   0.207  -0.233  1.00  0.00           C  
HETATM    2  O1  UNL     1       2.499   0.505  -0.084  1.00  0.00           O  
HETATM    3  C2  UNL     1       1.555  -0.453   0.238  1.00  0.00           C  
HETATM    4  O2  UNL     1       1.947  -1.628   0.403  1.00  0.00           O  
HETATM    5  C3  UNL     1       0.135  -0.061   0.374  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.758  -1.209   0.725  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.085  -0.995   0.038  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.508   0.457   0.082  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.554   1.374  -0.608  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.268   0.602  -0.929  1.00  0.00           C  
HETATM   11  H1  UNL     1       4.429   1.127   0.065  1.00  0.00           H  
HETATM   12  H2  UNL     1       4.193  -0.617   0.447  1.00  0.00           H  
HETATM   13  H3  UNL     1       4.119   0.021  -1.285  1.00  0.00           H  
HETATM   14  H4  UNL     1      -0.003   0.718   1.176  1.00  0.00           H  
HETATM   15  H5  UNL     1      -0.955  -1.296   1.815  1.00  0.00           H  
HETATM   16  H6  UNL     1      -0.347  -2.180   0.386  1.00  0.00           H  
HETATM   17  H7  UNL     1      -2.089  -1.374  -1.010  1.00  0.00           H  
HETATM   18  H8  UNL     1      -2.843  -1.573   0.608  1.00  0.00           H  
HETATM   19  H9  UNL     1      -3.528   0.501  -0.372  1.00  0.00           H  
HETATM   20  H10 UNL     1      -2.636   0.708   1.165  1.00  0.00           H  
HETATM   21  H11 UNL     1      -1.230   2.187   0.089  1.00  0.00           H  
HETATM   22  H12 UNL     1      -1.963   1.873  -1.498  1.00  0.00           H  
HETATM   23  H13 UNL     1       0.543   1.271  -1.237  1.00  0.00           H  
HETATM   24  H14 UNL     1      -0.533  -0.166  -1.692  1.00  0.00           H  
CONECT    1    2   11   12   13
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6   10   14
CONECT    6    7   15   16
CONECT    7    8   17   18
CONECT    8    9   19   20
CONECT    9   10   21   22
CONECT   10   23   24
END
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SMILES for HMDB0031343 (Methyl cyclohexanecarboxylate)

COC(=O)C1CCCCC1
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INCHI for HMDB0031343 (Methyl cyclohexanecarboxylate)

InChI=1S/C8H14O2/c1-10-8(9)7-5-3-2-4-6-7/h7H,2-6H2,1H3
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
Chemical FormulaC8H14O2
Average Molecular Weight142.1956
Monoisotopic Molecular Weight142.099379692
IUPAC Namemethyl cyclohexanecarboxylate
Traditional Namemethyl cyclohexanecarboxylate
CAS Registry Number4630-82-4
SMILES
COC(=O)C1CCCCC1
InChI Identifier
InChI=1S/C8H14O2/c1-10-8(9)7-5-3-2-4-6-7/h7H,2-6H2,1H3
InChI KeyZQWPRMPSCMSAJU-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as methyl esters. These are organic compounds containing a carboxyl group that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=H or organyl group and R'=methyl group.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassCarboxylic acid derivatives
Direct ParentMethyl esters
Alternative Parents
Substituents
  • Methyl ester
  • Monocarboxylic acid or derivatives
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
Organoleptic effect
Disposition
Biological locationSource
ProcessNot Available
Role
Industrial application
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point183.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility453.8 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP2.248 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Feces
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Nonalcoholic fatty liver disease (NAFLD)		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothCrohns disease details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothUlcerative colitis details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Diarrhea-predominant IBS		 details
Associated Disorders and Diseases
Disease References
Nonalcoholic fatty liver disease
  1. Raman M, Ahmed I, Gillevet PM, Probert CS, Ratcliffe NM, Smith S, Greenwood R, Sikaroodi M, Lam V, Crotty P, Bailey J, Myers RP, Rioux KP: Fecal microbiome and volatile organic compound metabolome in obese humans with nonalcoholic fatty liver disease. Clin Gastroenterol Hepatol. 2013 Jul;11(7):868-75.e1-3. doi: 10.1016/j.cgh.2013.02.015. Epub 2013 Feb 27. [PubMed:23454028 ]
Diarrhoea predominant irritable bowel syndrome
  1. Ahmed I, Greenwood R, Costello Bde L, Ratcliffe NM, Probert CS: An investigation of fecal volatile organic metabolites in irritable bowel syndrome. PLoS One. 2013;8(3):e58204. doi: 10.1371/journal.pone.0058204. Epub 2013 Mar 13. [PubMed:23516449 ]
Crohn's disease
  1. Ahmed I, Greenwood R, Costello B, Ratcliffe N, Probert CS: Investigation of faecal volatile organic metabolites as novel diagnostic biomarkers in inflammatory bowel disease. Aliment Pharmacol Ther. 2016 Mar;43(5):596-611. doi: 10.1111/apt.13522. Epub 2016 Jan 25. [PubMed:26806034 ]
Ulcerative colitis
  1. Ahmed I, Greenwood R, Costello B, Ratcliffe N, Probert CS: Investigation of faecal volatile organic metabolites as novel diagnostic biomarkers in inflammatory bowel disease. Aliment Pharmacol Ther. 2016 Mar;43(5):596-611. doi: 10.1111/apt.13522. Epub 2016 Jan 25. [PubMed:26806034 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB003407
KNApSAcK IDNot Available
Chemspider ID19536
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound20748
PDB IDNot Available
ChEBI ID88845
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1028511
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .