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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:10:06 UTC
Update Date2019-07-23 06:13:25 UTC
HMDB IDHMDB0033434
Secondary Accession Numbers
  • HMDB33434
Metabolite Identification
Common Name4-Acetyl-1-methylcyclohexene
Description4-Acetyl-1-methylcyclohexene, also known as 3-(2-(diethylamino)ethyl)-indole or diethyltryptamine, belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol. 4-Acetyl-1-methylcyclohexene is an extremely weak basic (essentially neutral) compound (based on its pKa). 4-Acetyl-1-methylcyclohexene is a spice. Outside of the human body, 4-acetyl-1-methylcyclohexene has been detected, but not quantified in, cereals and cereal products. This could make 4-acetyl-1-methylcyclohexene a potential biomarker for the consumption of these foods.
Structure
Data?1563862405
Synonyms
ValueSource
1',2',3',6'-Tetrahydro-4'-methylacetophenoneHMDB
1-(4-Methyl-3-cyclohexen-1-yl)-ethanoneHMDB
1-(4-Methyl-3-cyclohexen-1-yl)ethanoneHMDB
1-(4-Methyl-3-cyclohexen-1-yl)ethanone, 9ciHMDB
1-Methyl-4-acetylcyclohex-1-eneHMDB
1H-Indole-3-ethanamine, N,N-diethyl- (9ci)HMDB
3-(2-(Diethylamino)ethyl)-indoleHMDB
3-(2-Diethylaminoethyl)indoleHMDB
4-Acetyl-1-methyl-1-cyclohexeneHMDB
4-Acetyl-1-methylcyclohex-1-eneHMDB
Cyclohexene, 1-methyl-4-acetylHMDB
Cyclohexene, 4-acetyl-1-methylHMDB
D.e.t.HMDB
DETHMDB
DiethyltryptamineHMDB
N,N-Diethyl-1H-indole-3-ethanamineHMDB
N,N-Diethyl-2-(1H-indol-3-yl)ethanamineHMDB
N,N-DiethyltryptamineHMDB
Tetrahydro-p-acetyltolueneHMDB
AMCH CPDHMDB
4-Acetyl-1-methylcyclohexeneMeSH
Chemical FormulaC9H14O
Average Molecular Weight138.2069
Monoisotopic Molecular Weight138.10446507
IUPAC Name1-(4-methylcyclohex-3-en-1-yl)ethan-1-one
Traditional Name4-acetyl-1-methylcyclohexene
CAS Registry Number6090-09-1
SMILES
CC(=O)C1CCC(C)=CC1
InChI Identifier
InChI=1S/C9H14O/c1-7-3-5-9(6-4-7)8(2)10/h3,9H,4-6H2,1-2H3
InChI KeyHOBBEYSRFFJETF-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentKetones
Alternative Parents
Substituents
  • Ketone
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility2.4 g/LALOGPS
logP2.3ALOGPS
logP2.1ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)19.43ChemAxon
pKa (Strongest Basic)-7.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity42.8 m³·mol⁻¹ChemAxon
Polarizability16.26 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-000g-9200000000-c7a992e3f2edf78ecf36Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-000g-9200000000-c7a992e3f2edf78ecf36Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0007-9100000000-1f8cc5f10f998a5a80c2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-1900000000-40a5e31d03941b9352d9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-9800000000-7411bb0d1faa37c7c2ceSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-9000000000-dcd30aea4d4a02bde400Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-896a39d66c8f7aed574aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-2900000000-09b676a36f17434b8340Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-010a-9500000000-95265caeeacb9a18e0ccSpectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
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 IDFDB011472
KNApSAcK IDNot Available
Chemspider ID83972
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound93019
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .