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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:52:54 UTC
Update Date2021-10-13 07:06:19 UTC
HMDB IDHMDB0037631
Secondary Accession Numbers
  • HMDB37631
Metabolite Identification
Common Name3-Methyl-alpha-ionyl acetate
Description3-Methyl-alpha-ionyl acetate, also known as methyl-a-ionyl acetic acid or fema 3845, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a significant number of articles have been published on 3-Methyl-alpha-ionyl acetate.
Structure
Data?1563863063
Synonyms
ValueSource
(3E)-3-Methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-yl acetateChEBI
1,2-Dimethyl-3-(2,6,6-trimethyl-2-cyclohexen-1-yl)propen-1-yl acetateChEBI
3-Methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-ol acetateChEBI
3-Methyl-4-(2,6,6-trimethylcyclohex-2-enyl)but-3-en-2-yl acetateChEBI
FEMA 3845ChEBI
Methyl alpha-ionylacetateChEBI
Methyl-alpha-ionyl acetateChEBI
(3E)-3-Methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-yl acetic acidGenerator
1,2-Dimethyl-3-(2,6,6-trimethyl-2-cyclohexen-1-yl)propen-1-yl acetic acidGenerator
3-Methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-ol acetic acidGenerator
3-Methyl-4-(2,6,6-trimethylcyclohex-2-enyl)but-3-en-2-yl acetic acidGenerator
Methyl a-ionylacetateGenerator
Methyl a-ionylacetic acidGenerator
Methyl alpha-ionylacetic acidGenerator
Methyl α-ionylacetateGenerator
Methyl α-ionylacetic acidGenerator
Methyl-a-ionyl acetateGenerator
Methyl-a-ionyl acetic acidGenerator
Methyl-alpha-ionyl acetic acidGenerator
Methyl-α-ionyl acetateGenerator
Methyl-α-ionyl acetic acidGenerator
3-Methyl-a-ionyl acetateGenerator
3-Methyl-a-ionyl acetic acidGenerator
3-Methyl-alpha-ionyl acetic acidGenerator
3-Methyl-α-ionyl acetateGenerator
3-Methyl-α-ionyl acetic acidGenerator
a-Isomethylionyl acetateHMDB
alpha-Isomethylionyl acetateHMDB
(3E)-3-Methyl-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-yl acetic acidGenerator
Chemical FormulaC16H26O2
Average Molecular Weight250.3764
Monoisotopic Molecular Weight250.193280076
IUPAC Name(3E)-3-methyl-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-yl acetate
Traditional Name(3E)-3-methyl-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-yl acetate
CAS Registry Number68555-61-3
SMILES
CC(OC(C)=O)C(\C)=C\C1C(C)=CCCC1(C)C
InChI Identifier
InChI=1S/C16H26O2/c1-11-8-7-9-16(5,6)15(11)10-12(2)13(3)18-14(4)17/h8,10,13,15H,7,9H2,1-6H3/b12-10+
InChI KeyTYUPZTIJMKMYHL-ZRDIBKRKSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassSesquiterpenoids
Direct ParentSesquiterpenoids
Alternative Parents
Substituents
  • Cyclofarsesane sesquiterpenoid
  • Megastigmane sesquiterpenoid
  • Sesquiterpenoid
  • Ionone derivative
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location

Source

Route of exposure

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point90.00 °C. @ 1.00 mm HgThe Good Scents Company Information System
Water Solubility0.15 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP5.824 (est)The Good Scents Company Information System
Experimental Spectral PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.035 g/LALOGPS
logP10(5.62) g/LALOGPS
logP10(3.77) g/LChemAxon
logS10(-3.8) g/LALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity76.52 m³·mol⁻¹ChemAxon
Polarizability29.43 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Spectral Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+160.07231661259
DarkChem[M-H]-158.18431661259

Predicted Kovats Retention Indices

Not Available
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3-Methyl-alpha-ionyl acetate GC-MS (Non-derivatized) - 70eV, Positivesplash10-01p6-9820000000-0b48363f97fa39a3df0b2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Methyl-alpha-ionyl acetate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Methyl-alpha-ionyl acetate 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 - 3-Methyl-alpha-ionyl acetate 10V, Positive-QTOFsplash10-0udi-0690000000-52a8d9384e805728f0652016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-alpha-ionyl acetate 20V, Positive-QTOFsplash10-000l-3920000000-a3254e225133c0b0424f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-alpha-ionyl acetate 40V, Positive-QTOFsplash10-0fsi-9310000000-537d0fd25462bb225c052016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-alpha-ionyl acetate 10V, Negative-QTOFsplash10-0002-1190000000-c5dff820b4785015fa6f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-alpha-ionyl acetate 20V, Negative-QTOFsplash10-0a4i-4490000000-9c3406c3cfe8966b55912016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-alpha-ionyl acetate 40V, Negative-QTOFsplash10-06r6-6910000000-ecba050f516e81b14d3a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-alpha-ionyl acetate 10V, Positive-QTOFsplash10-0f7c-1920000000-1b25528500ca048976332021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-alpha-ionyl acetate 20V, Positive-QTOFsplash10-01bi-4900000000-797a7867013c8ef3a06d2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-alpha-ionyl acetate 40V, Positive-QTOFsplash10-014i-9700000000-b1b5c398ee92e5511f062021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-alpha-ionyl acetate 10V, Negative-QTOFsplash10-0a4i-2290000000-a7931d2e64e65058b8362021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-alpha-ionyl acetate 20V, Negative-QTOFsplash10-0a4i-9300000000-c05cadaa265b92adf0022021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-alpha-ionyl acetate 40V, Negative-QTOFsplash10-0a4i-9000000000-9e843328c1bcec52a5202021-09-22Wishart 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 IDFDB016747
KNApSAcK IDNot Available
Chemspider ID4942023
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6437467
PDB IDNot Available
ChEBI ID138772
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1046891
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.