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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:45:05 UTC
Update Date2023-02-21 17:21:17 UTC
HMDB IDHMDB0031733
Secondary Accession Numbers
  • HMDB31733
Metabolite Identification
Common Name4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde
Description4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde 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 significant number of articles have been published on 4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde.
Structure
Data?1677000077
Synonyms
ValueSource
4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carbaldehydeHMDB
Chemical FormulaC13H20O
Average Molecular Weight192.2973
Monoisotopic Molecular Weight192.151415262
IUPAC Name4-(4-methylpent-3-en-1-yl)cyclohex-3-ene-1-carbaldehyde
Traditional Name4-(4-methylpent-3-en-1-yl)cyclohex-3-ene-1-carbaldehyde
CAS Registry Number37677-14-8
SMILES
CC(C)=CCCC1=CCC(CC1)C=O
InChI Identifier
InChI=1S/C13H20O/c1-11(2)4-3-5-12-6-8-13(10-14)9-7-12/h4,6,10,13H,3,5,7-9H2,1-2H3
InChI KeyMQBIZQLCHSZBOI-UHFFFAOYSA-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
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aldehyde
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Process
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point228.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility4.35 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP4.700The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.1 g/LALOGPS
logP4.59ALOGPS
logP3.27ChemAxon
logS-3.3ALOGPS
pKa (Strongest Acidic)16.29ChemAxon
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity62.12 m³·mol⁻¹ChemAxon
Polarizability23.59 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]+145.30831661259
DarkChem[M-H]-141.99531661259
DeepCCS[M+H]+145.24730932474
DeepCCS[M-H]-142.06330932474
DeepCCS[M-2H]-178.85930932474
DeepCCS[M+Na]+154.39730932474
AllCCS[M+H]+146.232859911
AllCCS[M+H-H2O]+142.232859911
AllCCS[M+NH4]+150.032859911
AllCCS[M+Na]+151.132859911
AllCCS[M-H]-151.332859911
AllCCS[M+Na-2H]-152.232859911
AllCCS[M+HCOO]-153.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehydeCC(C)=CCCC1=CCC(CC1)C=O1951.5Standard polar33892256
4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehydeCC(C)=CCCC1=CCC(CC1)C=O1528.7Standard non polar33892256
4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehydeCC(C)=CCCC1=CCC(CC1)C=O1531.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde,1TMS,isomer #1CC(C)=CCCC1=CCC(=CO[Si](C)(C)C)CC11714.8Semi standard non polar33892256
4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde,1TMS,isomer #1CC(C)=CCCC1=CCC(=CO[Si](C)(C)C)CC11670.6Standard non polar33892256
4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde,1TBDMS,isomer #1CC(C)=CCCC1=CCC(=CO[Si](C)(C)C(C)(C)C)CC11964.1Semi standard non polar33892256
4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde,1TBDMS,isomer #1CC(C)=CCCC1=CCC(=CO[Si](C)(C)C(C)(C)C)CC11869.7Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde GC-MS (Non-derivatized) - 70eV, Positivesplash10-0829-8900000000-6de091c74b5bab95aa922017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde 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 - 4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde 10V, Positive-QTOFsplash10-0006-1900000000-fee53fffdd3e864b1c582016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde 20V, Positive-QTOFsplash10-00rf-5900000000-925da85e8079d21537892016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde 40V, Positive-QTOFsplash10-0gb9-9200000000-f4661f1c82bef98ab3ca2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde 10V, Negative-QTOFsplash10-0006-0900000000-c519c88f9518c0e72a862016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde 20V, Negative-QTOFsplash10-0006-0900000000-b031874ba020289a6f3a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde 40V, Negative-QTOFsplash10-0abc-5900000000-4b0f39d2a657182993192016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde 10V, Positive-QTOFsplash10-000x-9800000000-c78e1991c26dea7a415a2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde 20V, Positive-QTOFsplash10-000x-9100000000-85360de812acf0f148592021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde 40V, Positive-QTOFsplash10-00mo-9000000000-3f690cc81ebb917619672021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde 10V, Negative-QTOFsplash10-0006-0900000000-14436e4d9ff8d032db542021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde 20V, Negative-QTOFsplash10-0006-0900000000-091c1de9d311948ef2d32021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde 40V, Negative-QTOFsplash10-00r6-9700000000-0a265e6c9176d1ea1dc32021-09-25Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX 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 IDFDB008400
KNApSAcK IDC00055998
Chemspider ID84142
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound93199
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1020632
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.