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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:48:40 UTC
Update Date2022-03-07 02:53:17 UTC
HMDB IDHMDB0032240
Secondary Accession Numbers
  • HMDB32240
Metabolite Identification
Common NameN-3,7-Dimethyl-2,6-octadienylcyclopropylcarboxamide
DescriptionN-3,7-Dimethyl-2,6-octadienylcyclopropylcarboxamide, also known as fema 4267 (e form), belongs to the class of organic compounds known as monocyclic monoterpenoids. These are monoterpenoids containing 1 ring in the isoprene chain. Based on a literature review a small amount of articles have been published on N-3,7-Dimethyl-2,6-octadienylcyclopropylcarboxamide.
Structure
Data?1563862236
Synonyms
ValueSource
(2E)-N-3,7-Dimethyl-2,6-octadienylcyclopropylcarboxamideChEBI
(e)-N-3,7-Dimethyl-2,6-octadienylcyclopropylcarboxamideChEBI
FEMA 4267 (e form)ChEBI
N-[(2E)-3,7-Dimethyl-2,6-octadien-1-yl]cyclopropanecarboxamideChEBI
N-[(2E)-3,7-Dimethyl-2,6-octadienyl]cyclopropanecarboxamideChEBI
N-[(2Z)-3,7-Dimethylocta-2,6-dienyl]cyclopropanecarboxamideHMDB
N-[(2E)-3,7-Dimethylocta-2,6-dien-1-yl]cyclopropanecarboximidateGenerator
Chemical FormulaC14H23NO
Average Molecular Weight221.3385
Monoisotopic Molecular Weight221.177964363
IUPAC NameN-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]cyclopropanecarboxamide
Traditional NameN-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]cyclopropanecarboxamide
CAS Registry Number744251-93-2
SMILES
CC(C)=CCC\C(C)=C\CNC(=O)C1CC1
InChI Identifier
InChI=1S/C14H23NO/c1-11(2)5-4-6-12(3)9-10-15-14(16)13-7-8-13/h5,9,13H,4,6-8,10H2,1-3H3,(H,15,16)/b12-9+
InChI KeyUKNMSFRSBQONET-FMIVXFBMSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as monocyclic monoterpenoids. These are monoterpenoids containing 1 ring in the isoprene chain.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassMonoterpenoids
Direct ParentMonocyclic monoterpenoids
Alternative Parents
Substituents
  • Monocyclic monoterpenoid
  • Cyclopropanecarboxylic acid or derivatives
  • 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 effect
Disposition
Process
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting Point53.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Boiling Point388.00 to 389.00 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility0The Good Scents Company Information System
LogP3.255 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.086 g/LALOGPS
logP3.83ALOGPS
logP2.99ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)16.22ChemAxon
pKa (Strongest Basic)-0.59ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area29.1 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity69.68 m³·mol⁻¹ChemAxon
Polarizability27.55 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]+155.83931661259
DarkChem[M-H]-151.74131661259
DeepCCS[M+H]+155.21630932474
DeepCCS[M-H]-152.85830932474
DeepCCS[M-2H]-186.73430932474
DeepCCS[M+Na]+161.64530932474
AllCCS[M+H]+155.732859911
AllCCS[M+H-H2O]+152.132859911
AllCCS[M+NH4]+158.932859911
AllCCS[M+Na]+159.932859911
AllCCS[M-H]-159.632859911
AllCCS[M+Na-2H]-160.332859911
AllCCS[M+HCOO]-161.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
N-3,7-Dimethyl-2,6-octadienylcyclopropylcarboxamideCC(C)=CCC\C(C)=C\CNC(=O)C1CC12585.9Standard polar33892256
N-3,7-Dimethyl-2,6-octadienylcyclopropylcarboxamideCC(C)=CCC\C(C)=C\CNC(=O)C1CC11809.4Standard non polar33892256
N-3,7-Dimethyl-2,6-octadienylcyclopropylcarboxamideCC(C)=CCC\C(C)=C\CNC(=O)C1CC11835.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
N-3,7-Dimethyl-2,6-octadienylcyclopropylcarboxamide,1TMS,isomer #1CC(C)=CCC/C(C)=C/CN(C(=O)C1CC1)[Si](C)(C)C1835.9Semi standard non polar33892256
N-3,7-Dimethyl-2,6-octadienylcyclopropylcarboxamide,1TMS,isomer #1CC(C)=CCC/C(C)=C/CN(C(=O)C1CC1)[Si](C)(C)C1853.9Standard non polar33892256
N-3,7-Dimethyl-2,6-octadienylcyclopropylcarboxamide,1TBDMS,isomer #1CC(C)=CCC/C(C)=C/CN(C(=O)C1CC1)[Si](C)(C)C(C)(C)C2056.7Semi standard non polar33892256
N-3,7-Dimethyl-2,6-octadienylcyclopropylcarboxamide,1TBDMS,isomer #1CC(C)=CCC/C(C)=C/CN(C(=O)C1CC1)[Si](C)(C)C(C)(C)C2082.9Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - N-3,7-Dimethyl-2,6-octadienylcyclopropylcarboxamide GC-MS (Non-derivatized) - 70eV, Positivesplash10-014l-9300000000-8b6134db22152ed4fb172017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - N-3,7-Dimethyl-2,6-octadienylcyclopropylcarboxamide GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-3,7-Dimethyl-2,6-octadienylcyclopropylcarboxamide 10V, Positive-QTOFsplash10-00di-4890000000-9a9b0f09a14a5bc124b22016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-3,7-Dimethyl-2,6-octadienylcyclopropylcarboxamide 20V, Positive-QTOFsplash10-014r-9610000000-2cc88c42b780bc084c4b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-3,7-Dimethyl-2,6-octadienylcyclopropylcarboxamide 40V, Positive-QTOFsplash10-00kf-9100000000-d4d872c9b12b5df728752016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-3,7-Dimethyl-2,6-octadienylcyclopropylcarboxamide 10V, Negative-QTOFsplash10-00di-1190000000-8fcef029e1f9b2c8c37b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-3,7-Dimethyl-2,6-octadienylcyclopropylcarboxamide 20V, Negative-QTOFsplash10-00di-9770000000-89b8b1256ed3ed4aed152016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-3,7-Dimethyl-2,6-octadienylcyclopropylcarboxamide 40V, Negative-QTOFsplash10-0006-9200000000-34925186fd61da40e7d62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-3,7-Dimethyl-2,6-octadienylcyclopropylcarboxamide 10V, Negative-QTOFsplash10-00di-0190000000-035fbe2146db96e545d42021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-3,7-Dimethyl-2,6-octadienylcyclopropylcarboxamide 20V, Negative-QTOFsplash10-00dl-9540000000-e8a520e7dfabc8a6c8092021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-3,7-Dimethyl-2,6-octadienylcyclopropylcarboxamide 40V, Negative-QTOFsplash10-0006-9300000000-66697a9f4ecf9f1dd5cc2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-3,7-Dimethyl-2,6-octadienylcyclopropylcarboxamide 10V, Positive-QTOFsplash10-01bc-9120000000-ef2f76d44af2e27f84462021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-3,7-Dimethyl-2,6-octadienylcyclopropylcarboxamide 20V, Positive-QTOFsplash10-014i-9000000000-e7a66179b3922de5d61b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-3,7-Dimethyl-2,6-octadienylcyclopropylcarboxamide 40V, Positive-QTOFsplash10-00kf-9000000000-115570d33c8ea120bab72021-09-22Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • 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 IDFDB009327
KNApSAcK IDNot Available
Chemspider ID9833352
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11658617
PDB IDNot Available
ChEBI ID173636
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1593721
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. (). EAFUS: Everything Added to Food in the United States.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.