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Basic Description
| Synonyms | L-Menthyl acetate | (1R)-(-)-Menthyl acetate | (-)-Menthyl acetate | 2623-23-6 | dl-Menthyl acetate | 89-48-5 | Menthyl acetate, dl- | (-)-Acetoxy-p-menthane | L-p-Menth-3-yl acetate | (+/-)-Menthyl acetate | (1R,2S,5R)-rel-2-Isopropyl-5-methylcyclohexyl acetate | [(1R,2S,5R)- |
|---|---|
| Specifications & Purity | 10mM in DMSO |
| Storage Temp | Store at -80°C |
| Shipped In |
Ice chest + Ice pads This product requires cold chain shipping. Ground and other economy services are not available. |
Taxonomic Classification
Taxonomy Tree
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Kingdom
Organic compounds
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Superclass
Lipids and lipid-like molecules
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Class
Prenol lipids
- Subclass Monoterpenoids
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Class
Prenol lipids
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Superclass
Lipids and lipid-like molecules
| 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 Carboxylic acid esters Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic homomonocyclic compounds |
| Substituents | P-menthane monoterpenoid - Monocyclic monoterpenoid - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid derivative - 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 | Cyclic monoterpenes |
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Associated Targets(non-human)
Staphylococcus aureus (210822 Activities)
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Escherichia coli (133304 Activities)
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Aspergillus niger (16508 Activities)
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Bacillus subtilis (32866 Activities)
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Candida albicans (78123 Activities)
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Mechanisms of Action
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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Names and Identifiers
| IUPAC Name | [(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl] acetate |
|---|---|
| INCHI | InChI=1S/C12H22O2/c1-8(2)11-6-5-9(3)7-12(11)14-10(4)13/h8-9,11-12H,5-7H2,1-4H3/t9-,11+,12-/m1/s1 |
| InChIKey | XHXUANMFYXWVNG-ADEWGFFLSA-N |
| Smiles | CC1CCC(C(C1)OC(=O)C)C(C)C |
| Isomeric SMILES | C[C@@H]1CC[C@H]([C@@H](C1)OC(=O)C)C(C)C |
| WGK Germany | 2 |
| RTECS | AI5900000 |
| Molecular Weight | 198.3 |
| Beilstein | 2208505 |
| Reaxy-Rn | 8265218 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=8265218&ln= |
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Chemical and Physical Properties
| Refractive Index | 1.447 |
|---|---|
| Specific Rotation[α] | -79.5 ° (neat) |
| Flash Point(°F) | 170.6 °F |
| Flash Point(°C) | 77 °C |
| Boil Point(°C) | 229-230°C |
| Molecular Weight | 198.300 g/mol |
| XLogP3 | 3.600 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 3 |
| Exact Mass | 198.162 Da |
| Monoisotopic Mass | 198.162 Da |
| Topological Polar Surface Area | 26.300 Ų |
| Heavy Atom Count | 14 |
| Formal Charge | 0 |
| Complexity | 198.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 3 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
Citations of This Product
| 1. Shu Tian, Xiaoya Wang, Chenchen Wang, Liqun Li, Wei Wei. (2023) Highly sensitive and label-free electrochemical sensor for menthol detection. JOURNAL OF ELECTROANALYTICAL CHEMISTRY, 941 (117540). |
| 2. Jiawei Zhou, Yumin Sang, Zhuang Wang, Jiacheng Feng, Linjiang Zhu, Xiaolong Chen. (2024) Enhancing the Enantioselectivity and Catalytic Efficiency of Esterase from Bacillus subtilis for Kinetic Resolution of l-Menthol through Semirational Design. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 72 (4): (2277-2286). |
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