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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:25:10 UTC

Update Date

2023-02-21 17:23:30 UTC

HMDB ID

HMDB0033667

Secondary Accession Numbers

HMDB33667

Metabolite Identification

Common Name

(R)-3-Methylcyclohexanone

Description

(R)-3-Methylcyclohexanone 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 (R)-3-Methylcyclohexanone is a camphoraceous tasting compound. Based on a literature review a significant number of articles have been published on (R)-3-Methylcyclohexanone.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
3-Methyl-(R)-cyclohexanone	HMDB
3-Methyl-(S)-cyclohexanone	HMDB
m-Methylcyclohexanone	HMDB
Methyl-3 cyclohexanone-1	HMDB
tetrahydro-m-Cresol	HMDB

Chemical Formula

C₇H₁₂O

Average Molecular Weight

112.1696

Monoisotopic Molecular Weight

112.088815006

IUPAC Name

3-methylcyclohexan-1-one

Traditional Name

3-methylcyclohexanone

CAS Registry Number

625-96-7

SMILES

CC1CCCC(=O)C1

InChI Identifier

InChI=1S/C7H12O/c1-6-3-2-4-7(8)5-6/h6H,2-5H2,1H3

InChI Key

UJBOOUHRTQVGRU-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

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0033667)
Cytoplasm (HMDB: HMDB0033667)

Source

Exogenous

Exogenous (HMDB: HMDB0033667)

Food

Fat and oil

Fats and oils (FooDB: FOOD00864)

Process

Not Available

Role

Not Available

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	-73.5 °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	7.92 g/L	ALOGPS
logP	1.4	ALOGPS
logP	1.78	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Basic)	-7.4	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	32.8 m³·mol⁻¹	ChemAxon
Polarizability	13.12 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]+	123.78	31661259
DarkChem	[M-H]-	117.669	31661259
DeepCCS	[M+H]+	130.945	30932474
DeepCCS	[M-H]-	128.435	30932474
DeepCCS	[M-2H]-	164.916	30932474
DeepCCS	[M+Na]+	139.512	30932474
AllCCS	[M+H]+	123.1	32859911
AllCCS	[M+H-H2O]+	118.3	32859911
AllCCS	[M+NH4]+	127.7	32859911
AllCCS	[M+Na]+	129.0	32859911
AllCCS	[M-H]-	126.0	32859911
AllCCS	[M+Na-2H]-	128.7	32859911
AllCCS	[M+HCOO]-	131.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(R)-3-Methylcyclohexanone	CC1CCCC(=O)C1	1316.6	Standard polar	33892256
(R)-3-Methylcyclohexanone	CC1CCCC(=O)C1	902.1	Standard non polar	33892256
(R)-3-Methylcyclohexanone	CC1CCCC(=O)C1	949.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(R)-3-Methylcyclohexanone,1TMS,isomer #1	CC1C=C(O[Si](C)(C)C)CCC1	1130.9	Semi standard non polar	33892256
(R)-3-Methylcyclohexanone,1TMS,isomer #1	CC1C=C(O[Si](C)(C)C)CCC1	1108.0	Standard non polar	33892256
(R)-3-Methylcyclohexanone,1TMS,isomer #2	CC1CCC=C(O[Si](C)(C)C)C1	1126.7	Semi standard non polar	33892256
(R)-3-Methylcyclohexanone,1TMS,isomer #2	CC1CCC=C(O[Si](C)(C)C)C1	1143.7	Standard non polar	33892256
(R)-3-Methylcyclohexanone,1TBDMS,isomer #1	CC1C=C(O[Si](C)(C)C(C)(C)C)CCC1	1349.4	Semi standard non polar	33892256
(R)-3-Methylcyclohexanone,1TBDMS,isomer #1	CC1C=C(O[Si](C)(C)C(C)(C)C)CCC1	1319.4	Standard non polar	33892256
(R)-3-Methylcyclohexanone,1TBDMS,isomer #2	CC1CCC=C(O[Si](C)(C)C(C)(C)C)C1	1331.2	Semi standard non polar	33892256
(R)-3-Methylcyclohexanone,1TBDMS,isomer #2	CC1CCC=C(O[Si](C)(C)C(C)(C)C)C1	1311.5	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - (R)-3-Methylcyclohexanone EI-B (Non-derivatized)	splash10-066u-9000000000-65c140dd9265ef2fc5ac	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - (R)-3-Methylcyclohexanone EI-B (Non-derivatized)	splash10-066u-9000000000-34156a09713322b57d8e	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - (R)-3-Methylcyclohexanone EI-B (Non-derivatized)	splash10-066u-9000000000-65c140dd9265ef2fc5ac	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - (R)-3-Methylcyclohexanone EI-B (Non-derivatized)	splash10-066u-9000000000-34156a09713322b57d8e	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (R)-3-Methylcyclohexanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9000000000-ce4c7969a66e795f23dc	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (R)-3-Methylcyclohexanone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (R)-3-Methylcyclohexanone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3-Methylcyclohexanone 10V, Positive-QTOF	splash10-03di-3900000000-48f731c4cc735b761ac1	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3-Methylcyclohexanone 20V, Positive-QTOF	splash10-03di-9500000000-addb173081b712c0764e	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3-Methylcyclohexanone 40V, Positive-QTOF	splash10-05mo-9000000000-9137649254013e326efa	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3-Methylcyclohexanone 10V, Negative-QTOF	splash10-03di-0900000000-4b26ed68c1b5bbe247ca	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3-Methylcyclohexanone 20V, Negative-QTOF	splash10-03di-1900000000-50c9e6d5ec907d70553a	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3-Methylcyclohexanone 40V, Negative-QTOF	splash10-00kf-9000000000-39bbf9ffcb706cdd7496	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3-Methylcyclohexanone 10V, Negative-QTOF	splash10-03di-0900000000-6e2ef191e20e94bd344c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3-Methylcyclohexanone 20V, Negative-QTOF	splash10-03di-2900000000-b891a51627ac97184d49	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3-Methylcyclohexanone 40V, Negative-QTOF	splash10-0006-9100000000-19e09635a1658fd14567	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3-Methylcyclohexanone 10V, Positive-QTOF	splash10-03dj-9300000000-bf1dc72f05098bfb7534	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3-Methylcyclohexanone 20V, Positive-QTOF	splash10-00kf-9000000000-037d87b1a0c6bf258309	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3-Methylcyclohexanone 40V, Positive-QTOF	splash10-0006-9000000000-5dd167c6642c51adbcde	2021-09-24	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

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

FDB011770

KNApSAcK ID

Not Available

Chemspider ID

11079

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11567

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 (R)-3-Methylcyclohexanone (HMDB0033667)

MOL for HMDB0033667 ((R)-3-Methylcyclohexanone)

3D MOL for HMDB0033667 ((R)-3-Methylcyclohexanone)

3D SDF for HMDB0033667 ((R)-3-Methylcyclohexanone)

3D-SDF for HMDB0033667 ((R)-3-Methylcyclohexanone)

PDB for HMDB0033667 ((R)-3-Methylcyclohexanone)

3D PDB for HMDB0033667 ((R)-3-Methylcyclohexanone)

SMILES for HMDB0033667 ((R)-3-Methylcyclohexanone)

INCHI for HMDB0033667 ((R)-3-Methylcyclohexanone)

Structure for HMDB0033667 ((R)-3-Methylcyclohexanone)

3D Structure for HMDB0033667 ((R)-3-Methylcyclohexanone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra