Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:11:18 UTC |
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Update date | 2020-09-17 15:41:35 UTC |
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Primary ID | FDB014500 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | (+)-Neomenthol |
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Description | (+)-Neomenthol, also known as fema 2666, 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. Thus, (+)-neomenthol is considered to be an isoprenoid lipid molecule (+)-Neomenthol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. |
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CAS Number | 2216-52-6 |
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Structure | |
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Synonyms | Synonym | Source |
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(1S,2S,5R)-(+)-Neomenthol | HMDB | (1S,2S,5R)-2-Isopropyl-5-methylcyclohexanol | HMDB | (1S,2S,5R)-5-Methyl-2-(propan-2-yl)cyclohexan-1-ol | HMDB | (1S,2S,5R)-5-Methyl-2-(propan-2-yl)cyclohexanol | HMDB | D-Neomenthol | HMDB | FEMA 2666 | HMDB | (+)-Neomenthol | db_source | (1S,2S,5R)-5-methyl-2-(propan-2-yl)cyclohexan-1-ol | biospider | (1S,2S,5R)-5-methyl-2-(propan-2-yl)cyclohexanol | biospider | D-neomenthol | biospider |
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Predicted Properties | |
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Chemical Formula | C10H20O |
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IUPAC name | (1S,2S,5R)-5-methyl-2-(propan-2-yl)cyclohexan-1-ol |
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InChI Identifier | InChI=1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3/t8-,9+,10+/m1/s1 |
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InChI Key | NOOLISFMXDJSKH-UTLUCORTSA-N |
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Isomeric SMILES | CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O |
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Average Molecular Weight | 156.2652 |
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Monoisotopic Molecular Weight | 156.151415262 |
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Classification |
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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. |
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Kingdom | Organic compounds |
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Super Class | Lipids and lipid-like molecules |
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Class | Prenol lipids |
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Sub Class | Monoterpenoids |
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Direct Parent | Menthane monoterpenoids |
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Alternative Parents | |
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Substituents | - P-menthane monoterpenoid
- Monocyclic monoterpenoid
- Cyclohexanol
- Cyclic alcohol
- Secondary alcohol
- Organic oxygen compound
- Hydrocarbon derivative
- Organooxygen compound
- Alcohol
- Aliphatic homomonocyclic compound
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Molecular Framework | Aliphatic homomonocyclic compounds |
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External Descriptors | |
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Ontology |
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Disposition | Route of exposure: Biological location: Source: |
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Process | Naturally occurring process: |
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Role | Industrial application: Biological role: |
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Physico-Chemical Properties - Experimental |
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Physico-Chemical Properties - Experimental | Property | Value | Reference |
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Physical state | Liquid | |
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Physical Description | Not Available | |
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Mass Composition | C 76.86%; H 12.90%; O 10.24% | DFC |
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Melting Point | Mp -22° | DFC |
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Boiling Point | Bp14 83-84° | DFC |
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Experimental Water Solubility | Not Available | |
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Experimental logP | Not Available | |
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Experimental pKa | Not Available | |
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Isoelectric point | Not Available | |
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Charge | Not Available | |
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Optical Rotation | [a]10D +18.02 (neat) | DFC |
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Spectroscopic UV Data | Not Available | |
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Density | Not Available | |
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Refractive Index | Not Available | |
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Spectra |
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Spectra | |
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EI-MS/GC-MS | Type | Description | Splash Key | View |
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Predicted GC-MS | (+)-Neomenthol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-052f-9500000000-a610fe2868ba87b759ee | Spectrum | Predicted GC-MS | (+)-Neomenthol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-01w0-9520000000-26cc8cab97979ec9fb4d | Spectrum | Predicted GC-MS | (+)-Neomenthol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
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MS/MS | Type | Description | Splash Key | View |
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Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-052r-0900000000-fc39fb91c62eb627e3af | 2015-09-14 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-052r-5900000000-839aa9da0c06f6d09968 | 2015-09-14 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0avi-9200000000-e9b33e704445c7e908ec | 2015-09-14 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0a4i-0900000000-3a700dc611fb070e6b45 | 2015-09-15 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0a4i-0900000000-5a80eb79e919e06fa63a | 2015-09-15 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0bti-7900000000-67a39bf95581e52cb931 | 2015-09-15 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-05mk-9800000000-bb8a9e58bdc61e2654e6 | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-053e-9100000000-6405f7fe35f6f6bdc8c5 | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0006-9000000000-fee5c7d55bf523973cbf | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0a4i-0900000000-f6034c6a8245c68a37ac | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0a4i-0900000000-7efa42d43b7858e2c2ce | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0zfr-0900000000-b6eef0a7f66ac7e97e78 | 2021-09-24 | View Spectrum |
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NMR | Not Available |
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External Links |
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ChemSpider ID | 388397 |
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ChEMBL ID | CHEMBL1907991 |
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KEGG Compound ID | C00553 |
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Pubchem Compound ID | 439263 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | 15402 |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | Not Available |
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HMDB ID | HMDB35763 |
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CRC / DFC (Dictionary of Food Compounds) ID | JRL74-J:JRL68-K |
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EAFUS ID | 2647 |
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Dr. Duke ID | (+)-NEOMENTHOL|NEOMENTHOL |
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BIGG ID | Not Available |
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KNApSAcK ID | C00000825 |
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HET ID | Not Available |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | Not Available |
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GoodScent ID | rw1060561 |
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SuperScent ID | 439263 |
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Wikipedia ID | Not Available |
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Phenol-Explorer Metabolite ID | Not Available |
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Duplicate IDS | Not Available |
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Old DFC IDS | Not Available |
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Associated Foods |
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Food | Content Range | Average | Reference |
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Food | | | Reference |
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Biological Effects and Interactions |
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Health Effects / Bioactivities | Descriptor | ID | Definition | Reference |
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anti spasmodic | 52217 | Any substance introduced into a living organism with therapeutic or diagnostic purpose. | DUKE | perfumery | 48318 | A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. | DUKE |
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Enzymes | Not Available |
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Pathways | Not Available |
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Metabolism | Not Available |
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Biosynthesis | Not Available |
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Organoleptic Properties |
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Flavours | Flavor | Citations |
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camphoraceous |
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
| mentholic |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| minty |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| sweet |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
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Files |
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MSDS | Not Available |
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References |
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Synthesis Reference | Not Available |
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General Reference | Not Available |
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Content Reference | — Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
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