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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 22:27:11 UTC
Update Date2022-03-07 02:55:14 UTC
HMDB IDHMDB0037213
Secondary Accession Numbers
  • HMDB37213
Metabolite Identification
Common Namexi-p-Menth-3-ene
Descriptionxi-p-Menth-3-ene 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 xi-p-Menth-3-ene.
Structure
Data?1563862994
SynonymsNot Available
Chemical FormulaC10H18
Average Molecular Weight138.2499
Monoisotopic Molecular Weight138.140850576
IUPAC Name4-methyl-1-(propan-2-yl)cyclohex-1-ene
Traditional Name1-isopropyl-4-methylcyclohex-1-ene
CAS Registry NumberNot Available
SMILES
CC(C)C1=CCC(C)CC1
InChI Identifier
InChI=1S/C10H18/c1-8(2)10-6-4-9(3)5-7-10/h6,8-9H,4-5,7H2,1-3H3
InChI KeyYYCPSEFQLGXPCO-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
  • Branched unsaturated hydrocarbon
  • Cycloalkene
  • Cyclic olefin
  • Unsaturated aliphatic hydrocarbon
  • Unsaturated hydrocarbon
  • Olefin
  • Hydrocarbon
  • 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 PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.085 g/LALOGPS
logP4.68ALOGPS
logP3.57ChemAxon
logS-3.2ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity46.7 m³·mol⁻¹ChemAxon
Polarizability18.25 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+133.39931661259
DarkChem[M-H]-128.55631661259
DeepCCS[M+H]+140.36730932474
DeepCCS[M-H]-136.58130932474
DeepCCS[M-2H]-173.73930932474
DeepCCS[M+Na]+149.22330932474
AllCCS[M+H]+129.032859911
AllCCS[M+H-H2O]+124.432859911
AllCCS[M+NH4]+133.332859911
AllCCS[M+Na]+134.532859911
AllCCS[M-H]-136.732859911
AllCCS[M+Na-2H]-138.732859911
AllCCS[M+HCOO]-140.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
xi-p-Menth-3-eneCC(C)C1=CCC(C)CC11142.6Standard polar33892256
xi-p-Menth-3-eneCC(C)C1=CCC(C)CC11002.8Standard non polar33892256
xi-p-Menth-3-eneCC(C)C1=CCC(C)CC1988.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - xi-p-Menth-3-ene GC-MS (Non-derivatized) - 70eV, Positivesplash10-0005-9300000000-77c171dcaff6a4b0a8ec2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - xi-p-Menth-3-ene 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 - xi-p-Menth-3-ene 10V, Positive-QTOFsplash10-000i-2900000000-6b07af6a146df3dcf9262016-06-20Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-p-Menth-3-ene 20V, Positive-QTOFsplash10-000i-9600000000-6a4fb275570933b154742016-06-20Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-p-Menth-3-ene 40V, Positive-QTOFsplash10-0pw9-9100000000-60316e1ea880efb53d152016-06-20Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-p-Menth-3-ene 10V, Negative-QTOFsplash10-000i-0900000000-c4c90168d37ffbe6ea932016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-p-Menth-3-ene 20V, Negative-QTOFsplash10-000i-0900000000-c1f9a1a3f9b82a8e6d212016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-p-Menth-3-ene 40V, Negative-QTOFsplash10-059i-7900000000-d53db829c794bbcd0f202016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-p-Menth-3-ene 10V, Negative-QTOFsplash10-000i-0900000000-005b492eed114057487d2021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-p-Menth-3-ene 20V, Negative-QTOFsplash10-000i-0900000000-005b492eed114057487d2021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-p-Menth-3-ene 40V, Negative-QTOFsplash10-00rl-7900000000-6d3036344f60a9e0aa352021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-p-Menth-3-ene 10V, Positive-QTOFsplash10-001v-9300000000-bf2defbe3224433e1f292021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-p-Menth-3-ene 20V, Positive-QTOFsplash10-001j-9000000000-5c6e6615cc2dbeb73e812021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-p-Menth-3-ene 40V, Positive-QTOFsplash10-069u-9000000000-4075aca3173c8e5d42b62021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen Locations
  • Saliva
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Not SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB016220
KNApSAcK IDC00055666
Chemspider ID9942
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10369
PDB IDNot Available
ChEBI ID88834
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
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.