Compound: MENTHONE
SMILES: O=C1[C@H](C(C)C)CC[C@H](C1)C
InChIKey: NFLGAXVYCFJBMK-BDAKNGLRSA-N
Synonyms: MENTHONE, 89-80-5, trans-Menthone, p-Menthone, Neomenthone, Menthone racemic, trans-Menthan-3-one, trans-p-Menthan-3-one, p-Menthan-3-one, trans-, Menthone G, (2S,5R)-5-methyl-2-propan-2-ylcyclohexan-1-one, Cyclohexanone, 5-methyl-2-(1-methylethyl)-, trans-, 9NH5J4V8FN, Cyclohexanone, 5-methyl-2-(1-methylethyl)-, (2R,5S)-rel-, CHEBI:36503, RefChem:925486, SINGLEEX ISOMENTHONE, MENTHONE, (A+-)-, 201-941-1, 214-049-2, (-)-Menthone, 14073-97-3, l-MENTHONE, (2S,5R)-2-isopropyl-5-methylcyclohexanone, Cyclohexanone, 5-methyl-2-(1-methylethyl)-, (2S,5R)-, L-Menthan-3-one, DL-Menthone, (1R,4S)-(-)-p-Menthan-3-one, (-)-(2S,5R)-Menthone, FEMA No. 2667, MFCD00001634, (1R,4S)-p-menthan-3-one, (2S,5R)-5-methyl-2-(propan-2-yl)cyclohexanone, (2S,5R)-5-METHYL-2-(1-METHYLETHYL)-CYCLOHEXANONE, (2S,5R)-5-methyl-2-(1-methylethyl)cyclohexanone, (2S-trans)-5-methyl-2-(1-methylethyl)cyclohexanone, (-)-(1R,4S)-menthone, (2S,5R)-5-Methyl-2-(Propan-2-Yl)Cyclohexan-1-One, (2S,5R)-2-isopropyl-5-methyl-cyclohexanone, DTXSID3044384, (-)-5-Methyl-2-(1-methylethyl)cyclohexanone, 5F709W4OG4, (+/-)-menthone, Cyclohexanone, 5-methyl-2-(1-methylethyl)-, (2S-trans)-, (2S,5R)-2-Isopropyl-5-methylcyclohexan-1-one, Menthone (natural), DTXCID1024384, p-Menthan-3-one racemic, (dl)-Menthone, CAS-14073-97-3, CCRIS 5747, HSDB 1268, (-)-Menthone (contains up to 15% D-Menthone), p-Menthan-3-one, dl-, EINECS 201-941-1, EINECS 214-049-2, UNII-9NH5J4V8FN, menthon, UNII-5F709W4OG4, AI3-11106, Menthone (Mixture of Diastereomers), trans-p-menthone, 1-menthone, DTXSID2044478, (-)menthone, 5-Methyl-2-(1-methylethyl)cyclohexanone, trans-, NCGC00095606-01, Cyclohexan-1-one, 2-isopropyl-5-methyl-, racemic, EINECS 237-926-1, +/--Menthone, MFCD00136033, ( inverted exclamation markA)-Menthone, Menthan-3-one, trans, Spectrum_001299, rel-(2R,5S)-2-isopropyl-5-methylcyclohexanone, MENTHONE [FHFI], SpecPlus_000437, MENTHONE, L-, L-MENTHONE [MI], Spectrum2_000691, Spectrum3_001272, Spectrum4_001648, Spectrum5_000495, bmse000375, (-)-Menthone (Standard), (-)-Menthone, 90%, EC 237-926-1, SCHEMBL21709, BSPBio_002864, KBioGR_002115, KBioSS_001779, MENTHONE, (-)-, SPECTRUM300564, DivK1c_006533, SPBio_000841, (1S)-trans-p-menthan-3-one, (-)-MENTHONE [FCC], CHEMBL276311, orb1297522, rel-(2S,5R)-5-methyl-2-(1-methylethyl)-cyclohexanone, CHEBI:15410, HY-N7916R, KBio1_001477, KBio2_001779, KBio2_004347, KBio2_006915, KBio3_002364, Cyclohexanone, 5-methyl-2-(1-methylethyl)-, trans-(+/-)-, (-)-Menthone, analytical standard, HY-N7916, KAA45814, MSK40039, Tox21_111510, Tox21_302153, CCG-38562, EBC-47380, MSK014083, AKOS006343213, Tox21_111510_1, FM74368, LMPR0102090004, SDCCGMLS-0066582.P001, 2-Isopropyl-5-methylcyclohexanone, trans, NCGC00095606-02, NCGC00178425-01, NCGC00255957-01, AS-17440, SY067260, SY113819, (2S,5R)2-isopropyl-5-methylcyclohexanone, CS-0138798, 1-METHYL-4-ISOPROPYLCYCLOHEXAN-3-ONE, C00843, EN300-383879, G66775, (2S, 5R)-trans-2-isopropyl-5-methylcyclohexanone, F793527, Q424902, SR-05000002387, 5-Methyl-2-(1-methylethyl)-(2S,5R)-Cyclohexanone, pound  inverted exclamation mark_ pound(c)-Menthone, pound  inverted exclamation markA pound(c)-Menthone, SR-05000002387-1, 5-Methyl-2-(1-methylethyl)-(2S-trans)-Cyclohexanone, (-)-Menthone, primary pharmaceutical reference standard, Z1201619246, Cyclohexanone, 5-methyl-2-(1-methylethyl)-, trans-(.+/-.)-, 1/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3/t8-,9+/m1/s, InChI=1/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3/t8-,9+/m1/s
Theoretical properties:
molecular_formula: C10H18O
molecular_weight: 154.25 g/mol
exact_mass: 154.135765193 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 1
rotatable_bond_count: 1
heavy_atom_count: 11
topological_polar_surface_area: 17.1 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Colorless, oily, mobile liq
color: Colorless, oily, mobile liq
odor: Slight peppermint odor
boiling_point: 210 °C
melting_point: -6 °C
density: 0.888-0.895
solubility: Slightly sol in water; sol in org solvents /L-form/
vapor_pressure: 0.27 [mmHg]
Descriptions:
pubchem: (-)-menthone is a menthone that is cyclohexanone substituted by a methyl and an isopropyl group at positions 5 and 2 respectively (the 2S,5R-stereoisomer). It is an enantiomer of a (+)-menthone.
chebi: A menthone that is cyclohexanone substituted by a methyl and an isopropyl group at positions 5 and 2 respectively (the 2<i>S</i>,5<i>R</i>-stereoisomer).
chembl: MENTHONE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Menthone is a chemical compound of the monoterpene class of naturally occurring organic compounds found in a number of essential oils, one that presents with minty flavor. It is a specific pair of stereoisomers of the four possible such isomers for the chemical structure, 2-isopropyl-5-methylcyclohexanone. Of those, the stereoisoomer l-menthone—formally, the (2S,5R)-trans isomer of that structure, as shown at right—is the most abundant in nature. Menthone is structurally related to menthol, which has a secondary alcohol (>C−OH) in place of the carbon-oxygen double bond (carbonyl group) projecting from the cyclohexane ring. 
Menthone is obtained for commercial use after purifying essential oils pressed from Mentha species (peppermint and corn mint). It is used as a flavorant and in perfumes and cosmetics for its characteristic aromatic and minty aroma.