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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 23:05:32 UTC
Update Date2022-03-07 02:55:31 UTC
HMDB IDHMDB0037834
Secondary Accession Numbers
  • HMDB37834
Metabolite Identification
Common NameEthyl menthane carboxamide
DescriptionEthyl menthane carboxamide belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Based on a literature review a small amount of articles have been published on Ethyl menthane carboxamide.
Structure
Data?1563863095
Synonyms
ValueSource
Framidice 3HMDB
Menthol carboxamide WS-3HMDB
N-Ethyl-2-(isopropyl)-5-methylcyclohexanecarboxamideHMDB
N-Ethyl-2-isopropyl-5-methylcyclohexane carboxamideHMDB
N-Ethyl-2-isopropyl-5-methylcyclohexanecarboxamideHMDB
N-Ethyl-5-methyl-2-(1-methylethyl)-cyclohexanecarboxamideHMDB
N-Ethyl-5-methyl-2-(1-methylethyl)cyclohexanecarboxamideHMDB
N-Ethyl-P-menthane-3-carboxamideHMDB
N-Ethyl-P-methane-3-carboxamideHMDB
N-Ethyl-5-methyl-2-(propan-2-yl)cyclohexane-1-carboximidateGenerator
Chemical FormulaC13H25NO
Average Molecular Weight211.3437
Monoisotopic Molecular Weight211.193614427
IUPAC NameN-ethyl-5-methyl-2-(propan-2-yl)cyclohexane-1-carboxamide
Traditional Nameethyl menthane carboxamide
CAS Registry Number39711-79-0
SMILES
CCNC(=O)C1CC(C)CCC1C(C)C
InChI Identifier
InChI=1S/C13H25NO/c1-5-14-13(15)12-8-10(4)6-7-11(12)9(2)3/h9-12H,5-8H2,1-4H3,(H,14,15)
InChI KeyVUNOFAIHSALQQH-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassMonoterpenoids
Direct ParentMenthane monoterpenoids
Alternative Parents
Substituents
  • P-menthane monoterpenoid
  • Monocyclic monoterpenoid
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Carboxylic acid derivative
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Process
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point91 - 93 °CNot Available
Boiling Point340.55 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility21.38 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP3.717 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.11 g/LALOGPS
logP3.53ALOGPS
logP2.97ChemAxon
logS-3.3ALOGPS
pKa (Strongest Acidic)16.45ChemAxon
pKa (Strongest Basic)1.23ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area29.1 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity63.56 m³·mol⁻¹ChemAxon
Polarizability26.12 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+150.72531661259
DarkChem[M-H]-147.31131661259
DeepCCS[M+H]+157.06130932474
DeepCCS[M-H]-154.70330932474
DeepCCS[M-2H]-189.41230932474
DeepCCS[M+Na]+164.07230932474
AllCCS[M+H]+150.032859911
AllCCS[M+H-H2O]+146.232859911
AllCCS[M+NH4]+153.532859911
AllCCS[M+Na]+154.532859911
AllCCS[M-H]-156.632859911
AllCCS[M+Na-2H]-157.632859911
AllCCS[M+HCOO]-158.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Ethyl menthane carboxamideCCNC(=O)C1CC(C)CCC1C(C)C2091.8Standard polar33892256
Ethyl menthane carboxamideCCNC(=O)C1CC(C)CCC1C(C)C1635.2Standard non polar33892256
Ethyl menthane carboxamideCCNC(=O)C1CC(C)CCC1C(C)C1626.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Ethyl menthane carboxamide,1TMS,isomer #1CCN(C(=O)C1CC(C)CCC1C(C)C)[Si](C)(C)C1631.8Semi standard non polar33892256
Ethyl menthane carboxamide,1TMS,isomer #1CCN(C(=O)C1CC(C)CCC1C(C)C)[Si](C)(C)C1659.9Standard non polar33892256
Ethyl menthane carboxamide,1TBDMS,isomer #1CCN(C(=O)C1CC(C)CCC1C(C)C)[Si](C)(C)C(C)(C)C1887.3Semi standard non polar33892256
Ethyl menthane carboxamide,1TBDMS,isomer #1CCN(C(=O)C1CC(C)CCC1C(C)C)[Si](C)(C)C(C)(C)C1887.0Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Ethyl menthane carboxamide GC-MS (Non-derivatized) - 70eV, Positivesplash10-05oa-6900000000-fde59e522d67a9d449752017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ethyl menthane carboxamide GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ethyl menthane carboxamide GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Ethyl menthane carboxamide 75V, Positive-QTOFsplash10-060r-9100000000-2d1cb1bee5e7f1783a4d2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Ethyl menthane carboxamide 90V, Positive-QTOFsplash10-0a4i-9000000000-6ae65d73f06a0c1268002021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Ethyl menthane carboxamide 30V, Positive-QTOFsplash10-03di-0090000000-e0aee3434214cbacaa832021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Ethyl menthane carboxamide 15V, Positive-QTOFsplash10-03di-0090000000-83fd219c83f9afe6f3d32021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Ethyl menthane carboxamide 45V, Positive-QTOFsplash10-03di-4190000000-7b43112b312850ffee1f2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Ethyl menthane carboxamide 60V, Positive-QTOFsplash10-0230-9220000000-94aac0496ed88b59484d2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Ethyl menthane carboxamide 60V, Positive-QTOFsplash10-0230-9220000000-2b2f0cf670fb0f9b36b02021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl menthane carboxamide 10V, Positive-QTOFsplash10-03di-3590000000-17e0dbb19e82aee4aeb62016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl menthane carboxamide 20V, Positive-QTOFsplash10-0006-9810000000-1e61ecfb8d9dc18180432016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl menthane carboxamide 40V, Positive-QTOFsplash10-05mo-9300000000-37c9c30d8cc74982d48a2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl menthane carboxamide 10V, Negative-QTOFsplash10-03di-0290000000-24a7bbc16eddf4f7db422016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl menthane carboxamide 20V, Negative-QTOFsplash10-03e9-3960000000-b5e9d347cdd1252756cb2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl menthane carboxamide 40V, Negative-QTOFsplash10-0006-9800000000-403e63d5d96a86f365162016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl menthane carboxamide 10V, Positive-QTOFsplash10-01p2-9880000000-198fc4680feb3a06c3542021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl menthane carboxamide 20V, Positive-QTOFsplash10-01ot-9720000000-9fbfe11e8c9c21d7101f2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl menthane carboxamide 40V, Positive-QTOFsplash10-000y-9100000000-8ab2fe6bc4a65e0dcff02021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl menthane carboxamide 10V, Negative-QTOFsplash10-03di-0090000000-fbadfcd9e20509166c972021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl menthane carboxamide 20V, Negative-QTOFsplash10-03di-1590000000-96e582317ee2ec150d392021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl menthane carboxamide 40V, Negative-QTOFsplash10-0079-2900000000-bcc5503c2db63fda79c72021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB016984
KNApSAcK IDNot Available
Chemspider ID56632
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound62907
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1036281
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  3. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.