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Showing Compound 2,6,6-Trimethyl-1-cyclohexen-1-acetaldehyde (FDB010415)

Record Information
Version1.0
Creation date2010-04-08 22:09:07 UTC
Update date2019-11-26 03:03:37 UTC
Primary IDFDB010415
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name2,6,6-Trimethyl-1-cyclohexen-1-acetaldehyde
Description2,6,6-Trimethyl-1-cyclohexen-1-acetaldehyde belongs to the class of organic compounds known as alpha-hydrogen aldehydes. These are aldehydes with the general formula HC(H)(R)C(=O)H, where R is an organyl group. 2,6,6-Trimethyl-1-cyclohexen-1-acetaldehyde is a beef, camphor, and cooling tasting compound. 2,6,6-Trimethyl-1-cyclohexen-1-acetaldehyde has been detected, but not quantified in, cauliflowers (Brassica oleracea var. botrytis). This could make 2,6,6-trimethyl-1-cyclohexen-1-acetaldehyde a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 2,6,6-Trimethyl-1-cyclohexen-1-acetaldehyde.
CAS Number472-66-2
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
(2,6,6-Trimethyl-1-cyclohexen-1-yl)acetaldehydeHMDB
2,6,6-Trimethyl-1-cyclohexene-1-acetaldehydeHMDB
beta-apo-8-CarotenalHMDB
beta-CyclohomocitralHMDB
beta-HomocyclocitralHMDB
Ghl.PD_Mitscher_leg0.59HMDB
1-Cyclohexene-1-acetaldehyde, 2,6,6-trimethyl-biospider
Apo-8-carotenal, beta-biospider
beta-Apo-8-carotenalHMDB
Beta-homocyclocitralbiospider
Cyclohomocitral, beta-biospider
ghl.PD_Mitscher_leg0.59biospider
Homocyclocitral, beta-biospider
Predicted Properties
PropertyValueSource
Water Solubility0.61 g/LALOGPS
logP3.65ALOGPS
logP2.34ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)15.82ChemAxon
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity51.65 m³·mol⁻¹ChemAxon
Polarizability19.91 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC11H18O
IUPAC name2-(2,6,6-trimethylcyclohex-1-en-1-yl)acetaldehyde
InChI IdentifierInChI=1S/C11H18O/c1-9-5-4-7-11(2,3)10(9)6-8-12/h8H,4-7H2,1-3H3
InChI KeyVHTFHZGAMYUZEP-UHFFFAOYSA-N
Isomeric SMILESCC1=C(CC=O)C(C)(C)CCC1
Average Molecular Weight166.26
Monoisotopic Molecular Weight166.135765198
Classification
Description Belongs to the class of organic compounds known as alpha-hydrogen aldehydes. These are aldehydes with the general formula HC(H)(R)C(=O)H, where R is an organyl group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentAlpha-hydrogen aldehydes
Alternative Parents
Substituents
  • Alpha-hydrogen aldehyde
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source:

Biological location:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MS2,6,6-Trimethyl-1-cyclohexen-1-acetaldehyde, non-derivatized, GC-MS Spectrumsplash10-0pw9-7900000000-2e91ff082564e0fb39dcSpectrum
GC-MS2,6,6-Trimethyl-1-cyclohexen-1-acetaldehyde, non-derivatized, GC-MS Spectrumsplash10-0pw9-7900000000-2e91ff082564e0fb39dcSpectrum
Predicted GC-MS2,6,6-Trimethyl-1-cyclohexen-1-acetaldehyde, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0fk9-3900000000-1a57f1dca626dcca6c7fSpectrum
Predicted GC-MS2,6,6-Trimethyl-1-cyclohexen-1-acetaldehyde, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS2,6,6-Trimethyl-1-cyclohexen-1-acetaldehyde, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-1900000000-13130a9d2107a892f3332016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-7900000000-01a726056dc02a4576c62016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014l-9100000000-37fa57136f86fd8c933d2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-81a8a3d6f97edabbe3572016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-1900000000-ce243f44bec9a6d67c142016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9800000000-e30136d177fa193a1a1f2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00xr-0900000000-f3783199f970a6cc46da2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0900000000-0b49761b8d50c6a2b1672021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05al-1900000000-e03b7d1a93523645e4212021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00y0-2900000000-193b82758bdabb79d11a2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05gr-7900000000-a9f4244bc7ad77d25b942021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ayi-9400000000-a5c068fa7af9f00f326f2021-09-22View Spectrum
NMRNot Available
ChemSpider ID55072
ChEMBL IDCHEMBL3184950
KEGG Compound IDNot Available
Pubchem Compound ID61124
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB32540
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS ID3745
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1036391
SuperScent ID61124
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
beef
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
camphor
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
cooling
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
woody
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
weedy
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fruity
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference