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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:33:26 UTC

Update Date

2023-02-21 17:23:37 UTC

HMDB ID

HMDB0033794

Secondary Accession Numbers

HMDB33794

Metabolite Identification

Common Name

(±)-2,2,6-Trimethylcyclohexanone

Description

(±)-2,2,6-Trimethylcyclohexanone belongs to the class of organic compounds known as cyclic ketones. These are organic compounds containing a ketone that is conjugated to a cyclic moiety (±)-2,2,6-Trimethylcyclohexanone is a cistus, honey, and labdanum tasting compound (±)-2,2,6-Trimethylcyclohexanone has been detected, but not quantified in, cauliflowers (Brassica oleracea var. botrytis) and oats (Avena sativa). This could make (±)-2,2,6-trimethylcyclohexanone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (±)-2,2,6-Trimethylcyclohexanone.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₉H₁₆O

Average Molecular Weight

140.2227

Monoisotopic Molecular Weight

140.120115134

IUPAC Name

2,2,6-trimethylcyclohexan-1-one

Traditional Name

2,2,6-trimethylcyclohexan-1-one

CAS Registry Number

62861-88-5

SMILES

CC1CCCC(C)(C)C1=O

InChI Identifier

InChI=1S/C9H16O/c1-7-5-4-6-9(2,3)8(7)10/h7H,4-6H2,1-3H3

InChI Key

ZPVOLGVTNLDBFI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclic ketones. These are organic compounds containing a ketone that is conjugated to a cyclic moiety.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Cyclic ketones

Alternative Parents

Substituents

Cyclic ketone
Organic oxide
Hydrocarbon derivative
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB33794)

Food

Tea

Fruit

Fruits (FooDB: FOOD00871)

Beverage

Beverages (FooDB: FOOD00870)

Process

Not Available

Role

Not Available

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	-31.8 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.64 g/L	ALOGPS
logP	2.47	ALOGPS
logP	3.13	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Basic)	-7.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	41.9 m³·mol⁻¹	ChemAxon
Polarizability	16.83 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	132.813	31661259
DarkChem	[M-H]-	127.411	31661259
DeepCCS	[M+H]+	136.208	30932474
DeepCCS	[M-H]-	133.001	30932474
DeepCCS	[M-2H]-	169.965	30932474
DeepCCS	[M+Na]+	145.03	30932474
AllCCS	[M+H]+	128.9	32859911
AllCCS	[M+H-H2O]+	124.4	32859911
AllCCS	[M+NH4]+	133.1	32859911
AllCCS	[M+Na]+	134.3	32859911
AllCCS	[M-H]-	133.0	32859911
AllCCS	[M+Na-2H]-	135.0	32859911
AllCCS	[M+HCOO]-	137.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(??)-2,2,6-Trimethylcyclohexanone	CC1CCCC(C)(C)C1=O	1309.7	Standard polar	33892256
(??)-2,2,6-Trimethylcyclohexanone	CC1CCCC(C)(C)C1=O	1008.8	Standard non polar	33892256
(??)-2,2,6-Trimethylcyclohexanone	CC1CCCC(C)(C)C1=O	1038.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(±)-2,2,6-Trimethylcyclohexanone,1TMS,isomer #1	CC1=C(O[Si](C)(C)C)C(C)(C)CCC1	1187.1	Semi standard non polar	33892256
(±)-2,2,6-Trimethylcyclohexanone,1TMS,isomer #1	CC1=C(O[Si](C)(C)C)C(C)(C)CCC1	1226.7	Standard non polar	33892256
(±)-2,2,6-Trimethylcyclohexanone,1TBDMS,isomer #1	CC1=C(O[Si](C)(C)C(C)(C)C)C(C)(C)CCC1	1433.3	Semi standard non polar	33892256
(±)-2,2,6-Trimethylcyclohexanone,1TBDMS,isomer #1	CC1=C(O[Si](C)(C)C(C)(C)C)C(C)(C)CCC1	1425.8	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (±)-2,2,6-Trimethylcyclohexanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ar3-9200000000-91a855dd84f2313f5b1c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (±)-2,2,6-Trimethylcyclohexanone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-053u-9000000000-68dfce81f58e9e7e457f	2015-03-01	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2,2,6-Trimethylcyclohexanone 10V, Positive-QTOF	splash10-0006-1900000000-71ff35488a3db6095028	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2,2,6-Trimethylcyclohexanone 20V, Positive-QTOF	splash10-00r6-9600000000-9f2a5c7e5ba52231198c	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2,2,6-Trimethylcyclohexanone 40V, Positive-QTOF	splash10-05mo-9000000000-59df7af0911182bc3de7	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2,2,6-Trimethylcyclohexanone 10V, Negative-QTOF	splash10-000i-0900000000-8f0d489f01d216d85a64	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2,2,6-Trimethylcyclohexanone 20V, Negative-QTOF	splash10-000i-0900000000-366968d73b49cc0b1287	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2,2,6-Trimethylcyclohexanone 40V, Negative-QTOF	splash10-0avj-9400000000-0a7170b2425f9c39f8bf	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2,2,6-Trimethylcyclohexanone 10V, Negative-QTOF	splash10-000i-0900000000-c458f09e6091931ba80e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2,2,6-Trimethylcyclohexanone 20V, Negative-QTOF	splash10-000i-0900000000-220e870a4ab52d8a8ea9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2,2,6-Trimethylcyclohexanone 40V, Negative-QTOF	splash10-059i-4900000000-ce04afae1cdd69e2da14	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2,2,6-Trimethylcyclohexanone 10V, Positive-QTOF	splash10-00dl-3900000000-b2b301189b548019c9dd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2,2,6-Trimethylcyclohexanone 20V, Positive-QTOF	splash10-0a5c-9300000000-f77deab24b539c0765b2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2,2,6-Trimethylcyclohexanone 40V, Positive-QTOF	splash10-0006-9000000000-f894e69453c52d85c3db	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB012038

KNApSAcK ID

Not Available

Chemspider ID

16105

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

17000

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for (±)-2,2,6-Trimethylcyclohexanone (HMDB0033794)

MOL for HMDB0033794 ((±)-2,2,6-Trimethylcyclohexanone)

3D MOL for HMDB0033794 ((±)-2,2,6-Trimethylcyclohexanone)

3D SDF for HMDB0033794 ((±)-2,2,6-Trimethylcyclohexanone)

3D-SDF for HMDB0033794 ((±)-2,2,6-Trimethylcyclohexanone)

PDB for HMDB0033794 ((±)-2,2,6-Trimethylcyclohexanone)

3D PDB for HMDB0033794 ((±)-2,2,6-Trimethylcyclohexanone)

SMILES for HMDB0033794 ((±)-2,2,6-Trimethylcyclohexanone)

INCHI for HMDB0033794 ((±)-2,2,6-Trimethylcyclohexanone)

Structure for HMDB0033794 ((±)-2,2,6-Trimethylcyclohexanone)

3D Structure for HMDB0033794 ((±)-2,2,6-Trimethylcyclohexanone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra