ContaminantDB: DL-ISOMENTHONE

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-19 02:02:51 UTC

Update Date

2016-11-09 01:09:33 UTC

Accession Number

CHEM005493

Identification

Common Name

DL-ISOMENTHONE

Class

Small Molecule

Description

A menthone that is cyclohexanone substituted by a methyl and an isopropyl group at positions 5 and 2 respectively (the 2S,5R-stereoisomer).

Contaminant Sources

EAFUS Chemicals
FooDB Chemicals
ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(1R,4S)-Menthone	ChEBI
(1R,4S)-p-Menthan-3-one	ChEBI
(2S,5R)-2-Isopropyl-5-methylcyclohexanone	ChEBI
(2S,5R)-5-Methyl-2-(1-methylethyl)cyclohexanone	ChEBI
(2S-trans)-5-Methyl-2-(1-methylethyl)cyclohexanone	ChEBI
L-Menthone	ChEBI
p-Menthan-3-one	ChEBI
(2S,5R)-Menthone	ChEBI, HMDB
(-)-(1R,4S)-Menthone	HMDB
(-)-(2S,5R)-Menthone	HMDB
(-)-5-Methyl-2-(1-methylethyl)cyclohexanone	HMDB
(1R,4S)-(-)-P-Menthan-3-one	HMDB
(2S, 5R)-trans-2-Isopropyl-5-methylcyclohexanone	HMDB
(2S,5R)-5-Methyl-2-(propan-2-yl)cyclohexanone	HMDB
5-Methyl-2-(1-methylethyl)-(2S,5R)-cyclohexanone	HMDB
5-Methyl-2-(1-methylethyl)-(2S-trans)-cyclohexanone	HMDB
Menthone	MeSH, HMDB
(-)-Menthone	HMDB
(1R,4S)-p-Menth-3-one	HMDB
(2S,5R)-(-)-Menthone	HMDB
(2S,5R)-2-Isopropyl-5-methylcyclohexan-1-one	HMDB
trans-(-)-p-Menthan-3-one	HMDB

Chemical Formula

C₁₀H₁₈O

Average Molecular Mass

154.249 g/mol

Monoisotopic Mass

154.136 g/mol

CAS Registry Number

491-07-6

IUPAC Name

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

Traditional Name

(-)-menthone

SMILES

CC(C)C1CCC(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

InChI Key

NFLGAXVYCFJBMK-UHFFFAOYSA-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

menthone (CHEBI:15410 )
Menthane monoterpenoids (C00843 )
Cyclic monoterpenes (C00843 )
Menthane monoterpenoids (LMPR0102090004 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

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	19.02 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	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	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-03di-7900000000-72f9ad70ae1001e21eaf	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-004j-2900000000-9f3548951fa6e98aa410	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0170-4900000000-82f88e79cd91a887a98f	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-03di-7900000000-72f9ad70ae1001e21eaf	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-004j-2900000000-9f3548951fa6e98aa410	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0170-4900000000-82f88e79cd91a887a98f	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-07bo-9300000000-3f63fc6dbb3efa362d59	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-07bo-9300000000-3f63fc6dbb3efa362d59	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-052g-9300000000-f26613921d7b53d7fd71	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 10V, positive	splash10-014i-9000000000-6701bba716a6affa8766	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 10V, positive	splash10-0002-9000000000-b0b5dd86e6d1a6de2171	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 10V, positive	splash10-000t-9000000000-d18a7464317ee5b6d7cc	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, positive	splash10-000i-1900000000-244db80c070c100b12b8	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, positive	splash10-000i-2900000000-b84cff8176943c1c01cf	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 2V, positive	splash10-000i-4900000000-3164f9befc45e23067a9	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 2V, positive	splash10-000i-7900000000-aa7dd74302c4ed215ce5	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 3V, positive	splash10-001a-9600000000-f847c953bdb697e434a9	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 3V, positive	splash10-0012-9400000000-23a0fccfb9523e3d21ec	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 4V, positive	splash10-000t-9200000000-54afdeb4f58eddee2447	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 4V, positive	splash10-000t-9100000000-b0e554c807437d6fbe0a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 6V, positive	splash10-000t-9000000000-575fad481c43a10742f2	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 7V, positive	splash10-00l2-9000000000-2869717ccfb0fbe67a4b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 9V, positive	splash10-015a-9000000000-b2a684427d58a3d1e8d8	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 10V, positive	splash10-0690-9000000000-68fcde55699d18a522f7	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 13V, positive	splash10-0ar3-9100000000-25c9da89880a6d44b24d	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 10V, positive	splash10-000t-9000000000-96ef6ca330f562128056	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 10V, positive	splash10-014i-9000000000-70388bb385562f798a7a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 0V, positive	splash10-0a4i-1900000000-05762909cf77edb47697	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0900000000-fa99f8c083212e4f2fc3	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0bt9-9800000000-7bf975ea31bcef83aa61	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0aor-9000000000-3f8923896797c4486693	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0900000000-d55afdef2faae68197a6	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-0900000000-91ec697d11dad181a342	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-01oy-9600000000-7933610ac6051fc8ef81	Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-07bf-9300000000-03e6f833d8a9130c9648	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum