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Menthone (Menthone; Menthone) 10458-14-7

Menthone (Menthone; Menthone) 10458-14-7

CAS No.: 10458-14-7

Menthone, a monoterpene found in plants and peppermint oil, has strong antioxidant properties. Menthone is the main vola
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Menthone, a monoterpene found in plants and peppermint oil, has strong antioxidant properties. Menthone is the main volatile component of the essential oil and has anti-inflammatory activities in Schistosoma mansoni infections.

Physicochemical Properties


Molecular Formula C10H18O
Molecular Weight 154.24932
Exact Mass 154.135
CAS # 10458-14-7
PubChem CID 6986
Appearance Colorless to light yellow liquid
Density 0.9±0.1 g/cm3
Boiling Point 205.0±0.0 °C at 760 mmHg
Melting Point -6 °C
Flash Point 72.8±0.0 °C
Vapour Pressure 0.3±0.4 mmHg at 25°C
Index of Refraction 1.443
LogP 2.63
Hydrogen Bond Donor Count 0
Hydrogen Bond Acceptor Count 1
Rotatable Bond Count 1
Heavy Atom Count 11
Complexity 149
Defined Atom Stereocenter Count 0
SMILES

O=C1C(C(C)C)CCC(C)C1

InChi Key NFLGAXVYCFJBMK-UHFFFAOYSA-N
InChi Code

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

5-methyl-2-propan-2-ylcyclohexan-1-one
HS Tariff Code 2934.99.9001
Storage

Powder-20°C 3 years

4°C 2 years

In solvent -80°C 6 months

-20°C 1 month

Shipping Condition Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity


ADME/Pharmacokinetics Metabolism / Metabolites
...KETONES (EG CARVONE & MENTHONE) ARE REDUCED TO SECONDARY ALCOHOLS WHICH ARE THEN EXCRETED AS GLUCURONIDES. MENTHONE, ASYMMETRIC REDUCTION /TO/ NEO-MENTHOL, GLUCURONIDE CONJUGATION /TO/ MENTHYL GLUCURONIDE.
Toxicity/Toxicokinetics Non-Human Toxicity Values
LD50 Oral rat 500 mg/kg
LD50 Mouse sc 2180 mg/kg
References

[1]. A Natural Plant Ingredient, Menthone, Regulates T Cell Subtypes and Lowers Pro-inflammatory Cytokines of Rheumatoid Arthritis. J Nat Prod. 2022 Apr 22;85(4):1109-1117.

[2]. Anti-Inflammatory Properties of Menthol and Menthone in Schistosoma mansoni Infection. Front Pharmacol. 2016 Jun 17;7:170.

[3]. Menthone supplementation protects from allergic inflammation in the lungs of asthmatic mice. Eur J Pharmacol. 2022 Sep 15;931:175222.

[4]. Menthone inhibits type-I interferon signaling by promoting Tyk2 ubiquitination to relieve local inflammation of rheumatoid arthritis. Int Immunopharmacol. 2022 Nov;112:109228.

Additional Infomation P-menthan-3-one is a p-menthane monoterpenoid that is p-menthane substituted by an oxo group at position 3. It has a role as a plant metabolite and a volatile oil component.
p-Menthan-3-one has been reported in Osmanthus fragrans, Nepeta tenuifolia, and other organisms with data available.
See also: Menthone, (+/-)- (annotation moved to).

Solubility Data


Solubility (In Vitro) DMSO: 100 mg/mL (648.30 mM)
Solubility (In Vivo) Solubility in Formulation 1: ≥ 2.5 mg/mL (16.21 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (16.21 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

Solubility in Formulation 3: ≥ 2.5 mg/mL (16.21 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 6.4830 mL 32.4149 mL 64.8298 mL
5 mM 1.2966 mL 6.4830 mL 12.9660 mL
10 mM 0.6483 mL 3.2415 mL 6.4830 mL
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.