(+)-Isomenthone (CED0009836)

Record Information

Version

1.0

Creation Date

2016-05-26 00:48:03 UTC

Update Date

2026-04-05 20:50:03 UTC

Accession Number

CHEM028926

Identification

Common Name

(+)-Isomenthone

Class

Small Molecule

Description

(+)-Isomenthone belongs to the monoterpenoids, a subclass of prenol lipids within the organic compounds. It is categorized under the superclass of lipids and lipid-like molecules. The compound has the chemical formula C10H18O and an average molecular weight of 154.25 g/mol.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(1S,4S)-(-)-p-Menthan-3-one	ChEBI
(1S,4S)-p-Menthan-3-one	ChEBI
(2S,5S)-2-Isopropyl-5-methylcyclohexanone	ChEBI
(2S-cis)-5-Methyl-2-(1-methylethyl)cyclohexanone	ChEBI
L-Isomenthone	ChEBI
Isomenthone	MeSH
(-)-Isomenthone	HMDB
(1S,4S)-Isomenthone	HMDB
(2S,5S)-2-Isopropyl-5-methylcyclohexan-1-one	HMDB
(2S,5S)-5-Methyl-2-(1-methylethyl)cyclohexanone	HMDB
alpha-Isomenthone	HMDB
cis-Menthone	HMDB
cis-p-Menthan-3-one	HMDB
cis-p-Menthone	HMDB
dl-Isomenthone	HMDB
α-Isomenthone	HMDB

Chemical Formula

C₁₀H₁₈O

Average Molecular Mass

154.249 g/mol

Monoisotopic Mass

154.136 g/mol

CAS Registry Number

1196-31-2

IUPAC Name

(2S,5S)-5-methyl-2-(propan-2-yl)cyclohexan-1-one

Traditional Name

(-)-isomenthone

SMILES

CC(C)[C@@H]1CC[C@H](C)CC1=O

InChI Identifier

InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3/t8-,9-/m0/s1

InChI Key

NFLGAXVYCFJBMK-IUCAKERBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Menthane monoterpenoids

Alternative Parents

Substituents

P-menthane monoterpenoid
Monocyclic monoterpenoid
Cyclic ketone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

isomenthone (CHEBI:36496 )
Menthane monoterpenoids (C17125 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.26 g/L	ALOGPS
logP	2.65	ALOGPS
logP	3.05	ChemAxon
logS	-2.8	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	1	ChemAxon
Refractivity	46.52 m³·mol⁻¹	ChemAxon
Polarizability	18.67 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-06r7-9300000000-1d150f2cf0a23dbfef0b	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-0900000000-fa99f8c083212e4f2fc3	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0bt9-9800000000-7bf975ea31bcef83aa61	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0aor-9000000000-3f8923896797c4486693	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0900000000-d55afdef2faae68197a6	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0900000000-91ec697d11dad181a342	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01oy-9600000000-7933610ac6051fc8ef81	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0900000000-d2363ae8d4dbdcccda80	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0900000000-084e13e285859f435a61	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0gbc-9700000000-57929498deae48afce7a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0bti-3900000000-5b9ac9ca9aaff729e2d1	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0532-9200000000-ac0243da1ad4aa3d859e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-9000000000-d3a7bbb5abb9a0381a39	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
1206.0	Log mg/kg	[680:2100]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference

Pathways

0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Spermidine synthase	Q6QA75	Sus scrofa	Predicted (SEA)	0.233548
Click to view 3D structure	Spermidine synthase	Q4CXJ6	Trypanosoma cruzi (strain CL Brener)	Predicted (SEA)	0.233548
Click to view 3D structure	Spermidine synthase	Q9NFS5	Plasmodium falciparum	Predicted (SEA)	0.233548
Click to view 3D structure	Type II NADH:quinone oxidoreductase Ndh	P95160	Mycobacterium tuberculosis	Predicted (SEA)	167.064
Click to view 3D structure	Type II NADH:quinone oxidoreductase NdhA	P95200	Mycobacterium tuberculosis	Predicted (SEA)	167.064
Click to view 3D structure	Serine/threonine-protein phosphatase 2A 65 kDa regulatory subunit A alpha isoform	Q76MZ3	Mus musculus	Predicted (SEA)	1.47914
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q60492	Cavia porcellus	Predicted (SEA)	4370.14
Click to view 3D structure	5-hydroxytryptamine receptor 1A	P08908	Humans	Predicted (SEA)	6952.71
Click to view 3D structure	HTH-type quorum-sensing regulator RhlR	P54292	Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228)	Predicted (SEA)	67.7288
Click to view 3D structure	D(2) dopamine receptor	P14416	Humans	Predicted (SEA)	7124.37
Click to view 3D structure	Mu-type opioid receptor	P35372	Humans	Predicted (SEA)	6580.75
Click to view 3D structure	Protein kinase C delta type	Q05655	Humans	Predicted (SEA)	7053.76
Click to view 3D structure	Protein kinase C gamma type	P05129	Humans	Predicted (SEA)	6894.87
Click to view 3D structure	Transient receptor potential cation channel subfamily A member 1	Q6RI86	Rattus norvegicus	Predicted (SEA)	1940.31
Click to view 3D structure	Kappa-type opioid receptor	P41145	Humans	Predicted (SEA)	6834.07
Click to view 3D structure	D(3) dopamine receptor	P35462	Humans	Predicted (SEA)	7076.81
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q99720	Humans	Predicted (SEA)	6907.33
Click to view 3D structure	5-hydroxytryptamine receptor 1A	P19327	Rattus norvegicus	Predicted (SEA)	6468.88
Click to view 3D structure	DNA damage-inducible transcript 3 protein	P35639	Mus musculus	Predicted (SEA)	5398.92
Click to view 3D structure	X-box-binding protein 1	P17861	Humans	Predicted (SEA)	5404.6
Click to view 3D structure	Lycopene beta-cyclase	P21687	Pantoea ananas	Predicted (SEA)	326.967
Click to view 3D structure	Protein kinase C alpha type	P17252	Humans	Predicted (SEA)	6078.93
Click to view 3D structure	D(2) dopamine receptor	P61169	Rat	Predicted (SEA)	6337.94
Click to view 3D structure	Large ribosomal subunit protein eL19A	P0CX82	Saccharomyces cerevisiae S288c	Predicted (SEA)	1108.57
Click to view 3D structure	Synaptic vesicle glycoprotein 2A	Q02563	Rattus norvegicus	Predicted (SEA)	47.8773