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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:32:33 UTC
Update Date2023-02-21 17:25:48 UTC
HMDB IDHMDB0037303
Secondary Accession Numbers
  • HMDB37303
Metabolite Identification
Common Namexi-p-Mentha-1(7),2-dien-4-ol
Descriptionxi-p-Mentha-1(7),2-dien-4-ol 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-Mentha-1(7),2-dien-4-ol.
Structure
Data?1677000348
SynonymsNot Available
Chemical FormulaC10H16O
Average Molecular Weight152.2334
Monoisotopic Molecular Weight152.120115134
IUPAC Name4-methylidene-1-(propan-2-yl)cyclohex-2-en-1-ol
Traditional Name1-isopropyl-4-methylidenecyclohex-2-en-1-ol
CAS Registry NumberNot Available
SMILES
CC(C)C1(O)CCC(=C)C=C1
InChI Identifier
InChI=1S/C10H16O/c1-8(2)10(11)6-4-9(3)5-7-10/h4,6,8,11H,3,5,7H2,1-2H3
InChI KeyBLCSHJQURBOXAI-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
  • Tertiary alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • 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 Solubility1.23 g/LALOGPS
logP2.26ALOGPS
logP2.18ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)19.41ChemAxon
pKa (Strongest Basic)-0.87ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity48.2 m³·mol⁻¹ChemAxon
Polarizability18.14 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]+133.331661259
DarkChem[M-H]-130.10731661259
DeepCCS[M+H]+140.98530932474
DeepCCS[M-H]-137.15730932474
DeepCCS[M-2H]-174.86230932474
DeepCCS[M+Na]+150.40130932474
AllCCS[M+H]+132.532859911
AllCCS[M+H-H2O]+128.032859911
AllCCS[M+NH4]+136.732859911
AllCCS[M+Na]+137.932859911
AllCCS[M-H]-136.832859911
AllCCS[M+Na-2H]-138.332859911
AllCCS[M+HCOO]-140.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
xi-p-Mentha-1(7),2-dien-4-olCC(C)C1(O)CCC(=C)C=C11716.3Standard polar33892256
xi-p-Mentha-1(7),2-dien-4-olCC(C)C1(O)CCC(=C)C=C11152.4Standard non polar33892256
xi-p-Mentha-1(7),2-dien-4-olCC(C)C1(O)CCC(=C)C=C11154.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
xi-p-Mentha-1(7),2-dien-4-ol,1TMS,isomer #1C=C1C=CC(O[Si](C)(C)C)(C(C)C)CC11328.0Semi standard non polar33892256
xi-p-Mentha-1(7),2-dien-4-ol,1TBDMS,isomer #1C=C1C=CC(O[Si](C)(C)C(C)(C)C)(C(C)C)CC11581.5Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - xi-p-Mentha-1(7),2-dien-4-ol GC-MS (Non-derivatized) - 70eV, Positivesplash10-052f-9300000000-94d15162bd444b722c842017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - xi-p-Mentha-1(7),2-dien-4-ol GC-MS (1 TMS) - 70eV, Positivesplash10-007o-9410000000-3e34c43278921cc9ebe62017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - xi-p-Mentha-1(7),2-dien-4-ol 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-Mentha-1(7),2-dien-4-ol 10V, Positive-QTOFsplash10-0f79-0900000000-3f6823d509c6717776de2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-p-Mentha-1(7),2-dien-4-ol 20V, Positive-QTOFsplash10-0f79-5900000000-0997f7c137264a712acc2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-p-Mentha-1(7),2-dien-4-ol 40V, Positive-QTOFsplash10-0zfr-9200000000-87de9a9364b25de0ccac2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-p-Mentha-1(7),2-dien-4-ol 10V, Negative-QTOFsplash10-0udi-0900000000-41d92813c79de1eb37432016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-p-Mentha-1(7),2-dien-4-ol 20V, Negative-QTOFsplash10-0udi-0900000000-33d915630a8ce2913a762016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-p-Mentha-1(7),2-dien-4-ol 40V, Negative-QTOFsplash10-0kbr-7900000000-40ea7365f21e43c32a532016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-p-Mentha-1(7),2-dien-4-ol 10V, Negative-QTOFsplash10-0udi-0900000000-c373c9eea3cebf186f532021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-p-Mentha-1(7),2-dien-4-ol 20V, Negative-QTOFsplash10-0udi-0900000000-ae01770a884d910b2ffa2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-p-Mentha-1(7),2-dien-4-ol 40V, Negative-QTOFsplash10-0006-9300000000-bba797777ea4c1a5c9562021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-p-Mentha-1(7),2-dien-4-ol 10V, Positive-QTOFsplash10-000i-8900000000-a88146660f7dbb2b731f2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-p-Mentha-1(7),2-dien-4-ol 20V, Positive-QTOFsplash10-0006-9300000000-0df8d957199e4922304f2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-p-Mentha-1(7),2-dien-4-ol 40V, Positive-QTOFsplash10-0006-9000000000-230e904ee11fb113767c2021-09-24Wishart 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
  • Cytoplasm
  • 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 IDFDB016322
KNApSAcK IDNot Available
Chemspider ID4477669
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5319360
PDB IDNot Available
ChEBI ID171982
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.