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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2014-10-08 15:56:58 UTC
Update Date2019-07-23 07:17:25 UTC
HMDB IDHMDB0061902
Secondary Accession Numbers
  • HMDB61902
Metabolite Identification
Common Name2,5-Dimethyl-2,4-hexadiene
Description2,5-Dimethyl-2,4-hexadiene belongs to the class of organic compounds known as branched unsaturated hydrocarbons. These are hydrocarbons that contains one or more unsaturated carbon atoms, and an aliphatic branch. 2,5-Dimethyl-2,4-hexadiene is possibly neutral.
Structure
Data?1563866245
SynonymsNot Available
Chemical FormulaC8H14
Average Molecular Weight110.1968
Monoisotopic Molecular Weight110.109550448
IUPAC Name2,5-dimethylhexa-2,4-diene
Traditional Name2,5-dimethyl-2,4-hexadiene
CAS Registry NumberNot Available
SMILES
CC(C)=CC=C(C)C
InChI Identifier
InChI=1S/C8H14/c1-7(2)5-6-8(3)4/h5-6H,1-4H3
InChI KeyDZPCYXCBXGQBRN-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as branched unsaturated hydrocarbons. These are hydrocarbons that contains one or more unsaturated carbon atoms, and an aliphatic branch.
KingdomOrganic compounds
Super ClassHydrocarbons
ClassUnsaturated hydrocarbons
Sub ClassBranched unsaturated hydrocarbons
Direct ParentBranched unsaturated hydrocarbons
Alternative Parents
Substituents
  • Branched unsaturated hydrocarbon
  • Alkadiene
  • Unsaturated aliphatic hydrocarbon
  • Olefin
  • Acyclic olefin
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
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 Solubility2.67 g/LALOGPS
logP3.55ALOGPS
logP2.89ChemAxon
logS-1.6ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity40.21 m³·mol⁻¹ChemAxon
Polarizability14.74 ųChemAxon
Number of Rings0ChemAxon
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]+125.99731661259
DarkChem[M-H]-122.23931661259
DeepCCS[M+H]+129.73930932474
DeepCCS[M-H]-127.17930932474
DeepCCS[M-2H]-163.27330932474
DeepCCS[M+Na]+138.3830932474
AllCCS[M+H]+121.732859911
AllCCS[M+H-H2O]+117.332859911
AllCCS[M+NH4]+125.832859911
AllCCS[M+Na]+126.932859911
AllCCS[M-H]-121.532859911
AllCCS[M+Na-2H]-124.732859911
AllCCS[M+HCOO]-128.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2,5-Dimethyl-2,4-hexadieneCC(C)=CC=C(C)C1122.8Standard polar33892256
2,5-Dimethyl-2,4-hexadieneCC(C)=CC=C(C)C822.5Standard non polar33892256
2,5-Dimethyl-2,4-hexadieneCC(C)=CC=C(C)C832.5Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2,5-Dimethyl-2,4-hexadiene GC-MS (Non-derivatized) - 70eV, Positivesplash10-0296-9400000000-c380754fa9371ce2105f2017-09-20Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2,5-Dimethyl-2,4-hexadiene 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 - 2,5-Dimethyl-2,4-hexadiene 10V, Positive-QTOFsplash10-03di-2900000000-46b10f024a14390758912017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,5-Dimethyl-2,4-hexadiene 20V, Positive-QTOFsplash10-08fr-9600000000-1844188f17a1aa3081832017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,5-Dimethyl-2,4-hexadiene 40V, Positive-QTOFsplash10-0a4i-9000000000-969425085c1d45f157cd2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,5-Dimethyl-2,4-hexadiene 10V, Negative-QTOFsplash10-0a4i-0900000000-6673c775adddf8cebc9d2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,5-Dimethyl-2,4-hexadiene 20V, Negative-QTOFsplash10-0a4i-0900000000-4b57439368356902e3e02017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,5-Dimethyl-2,4-hexadiene 40V, Negative-QTOFsplash10-0a4l-9800000000-340ab1ea8ba3eb48ef012017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,5-Dimethyl-2,4-hexadiene 10V, Negative-QTOFsplash10-0a4i-0900000000-145993eaa9732cb5e2ad2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,5-Dimethyl-2,4-hexadiene 20V, Negative-QTOFsplash10-0a4i-0900000000-241221aaad561c07a8ad2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,5-Dimethyl-2,4-hexadiene 40V, Negative-QTOFsplash10-0006-9000000000-0d0e2559e50dd4f2ba912021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,5-Dimethyl-2,4-hexadiene 10V, Positive-QTOFsplash10-0bt9-9400000000-5bd549a6268b39cb60fa2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,5-Dimethyl-2,4-hexadiene 20V, Positive-QTOFsplash10-014i-9000000000-b6a3e5525443008db3f02021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,5-Dimethyl-2,4-hexadiene 40V, Positive-QTOFsplash10-004l-9000000000-aa029bc6a968f8709baa2021-09-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
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 IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound12992
PDB IDNot Available
ChEBI IDNot Available
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. Itagaki M, Masumoto K, Yamamoto Y: Asymmetric cyclopropanation of 2,5-dimethyl-2,4-hexadiene by copper catalysts bearing new bisoxazoline ligands. J Org Chem. 2005 Apr 15;70(8):3292-5. [PubMed:15822998 ]
  2. Squillacote ME, Liang F: Conformational thermodynamic and kinetic parameters of methyl-substituted 1,3-butadienes. J Org Chem. 2005 Aug 19;70(17):6564-73. [PubMed:16095272 ]
  3. Ohashi M, Nakatani K, Maeda H, Mizuno K: Photochemical monoalkylation of propanedinitrile by electron-rich alkenes. Org Lett. 2008 Jul 3;10(13):2741-3. doi: 10.1021/ol800862x. Epub 2008 Jun 7. [PubMed:18537243 ]
  4. Saltiel J, Smothers WK, Schanze KS, Charman SA, Bonneau R: 2,5-Dimethyl-2,4-hexadiene induced photodechlorination of 9,10-dichloroanthracene. Photochem Photobiol Sci. 2009 Jun;8(6):856-67. doi: 10.1039/b821683e. Epub 2009 Apr 23. [PubMed:19492114 ]
  5. Tadatoshi Aratani, Shuzo Nakamura, Tsuneyuki Nagase, Yukio Yoneyoshi, 'Asymmetric synthesis of alkyl chrysanthemates.' U.S. Patent US4029690, issued September, 1974. [Link]
  6. Warren Hewertson, David Holland, David J. Milner, '2,5-Dimethyl-2,4-hexadiene production.' U.S. Patent US4130598, issued June, 1974. [Link]
  7. Tadatoshi Aratani, Yukio Yoneyoshi, Fumio Fujita, Tsuneyuki Nagase, 'Asymmetric synthesis of alkyl chrysanthemate.' U.S. Patent US4197408, issued June, 1974. [Link]
  8. Aldo Prevedello, Edoardo Platone, Morello Morelli, 'Process for preparing 2,5-dimethyl-2,4-hexadiene.' U.S. Patent US4409419, issued August, 1955. [Link]
  9. David V. Petrocine, Ronald Harmetz, 'Dehydration of 2,5-dimethyl-2,5-hexanediol.' U.S. Patent US4507518, issued March, 1982. [Link]
  10. Yasuhiko Higashio, Kazuteru Takahashi, 'Production of 2,5-dimethyl-2,4-hexadiene.' U.S. Patent US4684758, issued February, 1974. [Link]