Menthone - mixture of isomers, 98% , CAS No.10458-14-7

CAS: 10458-14-7 Cat. No.: M134785 Molecular Weight: 154.25 Beilstein Registry Number: 774527 EC Number: 233-944-9

GRADE & PURITY mixture of isomers, 98%

Synonyms

5-methyl-2-propan-2-ylcyclohexan-1-one | 2-Isopropyl-5-methylcyclohexanone | MENTHONE | p-Menthan-3-one | p-Menthanone | DL-Menthone | 491-07-6 | 10458-14-7 | 2-Isopropyl-5-methyl-cyclohexanone

Storage

Room temperature

Shipped In

Normal

Overview

Menthone is a cyclic oxygenated terpene and its antioxidant potential has been evaluated.It is one of the key active component of Danshu capsule (DSC), a medicinal compound in traditional Chinese medicine.

Menthone has been used in the following studies:

· To prepare the model flavor mix in a study to investigate the release of various aroma compounds in xanthan-thickened food model systems having different viscosities. 

· As standard in the quantification of volatile constituents and odour-activity value (OAV) in ′Marion′ and ′Black Diamond′.

· Modified semisolid agar antifungal susceptibility method (SAAS) to investigate the anti-fungal activities of various cyclic terpenes against Fusarium verticillioides MRC 826.

Specifications

Synonyms

5-methyl-2-propan-2-ylcyclohexan-1-one | 2-Isopropyl-5-methylcyclohexanone | MENTHONE | p-Menthan-3-one | p-Menthanone | DL-Menthone | 491-07-6 | 10458-14-7 | 2-Isopropyl-5-methyl-cyclohexanone

Specifications & Purity

mixture of isomers, 98%

Storage

Room temperature

Shipped In

Normal

Names and Identifiers

• Pubchem Sid: 488180233
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488180233
• Canonical Smiles: CC1CCC(C(=O)C1)C(C)C
• IUPAC Name: 5-methyl-2-propan-2-ylcyclohexan-1-one
• InChIKey: NFLGAXVYCFJBMK-UHFFFAOYSA-N
• INCHI: 1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3
• Isomeric SMILES: CC1CCC(C(=O)C1)C(C)C
• WGK Germany: 3
• Molecular Weight: 154.25
• Beilstein: 774527
• Reaxy-Rn: 774527
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=774527&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Prenol lipids
      • Subclass Monoterpenoids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Prenol lipids
• Subclass: Monoterpenoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Menthane monoterpenoids
• Alternative Parents: Monocyclic monoterpenoids Cyclic ketones Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic homomonocyclic compounds
• Substituents: P-menthane monoterpenoid - Monocyclic monoterpenoid - Cyclic ketone - Ketone - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic homomonocyclic compound
• Description: This compound 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.
• External Descriptors: a menthone

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(non-human)

GCN5 Histone acetyltransferase GCN5 (89 Activities)

Discover Target: GCN5

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Flash Point(°C): 72℃
• Boil Point(°C): 85-88 °C/12 mmHg
• Molecular Weight: 154.250 g/mol
• XLogP3: 2.700
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 154.136 Da
• Monoisotopic Mass: 154.136 Da
• Topological Polar Surface Area: 17.100 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 149.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 2
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Wenming Zhao, Chengwei Yang, Ning Zhang, Yuanyuan Peng, Ying Ma, Keru Gu, Xia Liu, Xiaohui Liu, Xijian Liu, Yumin Liu, Songkai Li, Linjing Zhao.  (2023)  Menthone Exerts its Antimicrobial Activity Against Methicillin Resistant Staphylococcus aureus by Affecting Cell Membrane Properties and Lipid Profile.  Drug Design Development and Therapy,      [PMID:36721663] [10.2147/DDDT.S384716]

2. Xuan Ji, Jing Du, Jiaying Gu, Jie Yang, Li Cheng, Zhaofeng Li, Caiming Li, Yan Hong.  (2022)  Structure and Menthone Encapsulation of Corn Starch Modified by Octenyl Succinic Anhydride and Enzymatic Treatment.  JOURNAL OF FOOD QUALITY,      [PMID:] [10.1155/2022/4556827]

3. Changyue Deng, Chuan Cao, Yingying Zhang, Jingwei Hu, Yongqiang Gong, Mingming Zheng, Yibin Zhou.  (2021)  Formation and stabilization mechanism of β-cyclodextrin inclusion complex with C10 aroma molecules.  FOOD HYDROCOLLOIDS,      [PMID:] [10.1016/j.foodhyd.2021.107013]

4. Ying Zhang, Tao Zhang, Xinhang Wang, Zhipeng Bian, Xiaofang Zhang, Guoqing Yang, Yanhui Lu.  (2024)  Volatiles from essential oils of three Lamiaceae plants repel the winged cotton aphid, disturb its feeding behavior and reduce its fecundity.  PEST MANAGEMENT SCIENCE,  80  (9): (4253-4263).  [PMID:38624184] [10.1002/ps.8130]

5. Hamza Tariq, Peiyu Chen, Gang Wang, Siyuan Xie, Lanning Wang, Jingkun Lv, Fei Wang, Muhammad Saqib Bilal, Abdur Rashid Khan, Nasir Ahmed Rajput, Danyu Shen, Daolong Dou.  (2025)  Trans-2-decenal inhibits Alternaria alternata through disruption of redox homeostasis and membrane integrity.  PEST MANAGEMENT SCIENCE,      [PMID:40948311] [10.1002/ps.70223]

6. Bo Sui, Yuxin Wang, Shanshan Ma, Shihao Sun, Hui Xi, Dingzhong Wang, Shusheng Zhang, Hongtu Zhang, Wuduo Zhao.  (2025)  Synergistic Ionization via Plasma-Droplet Coupling in an LTP-DESI Hybrid Source for Sensitive Analysis of Volatile Aroma Compounds.  ANALYTICAL CHEMISTRY,      [PMID:41171106] [10.1021/acs.analchem.5c04362]