| Record Information |
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| Version | 1.0 |
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| Creation date | 2010-04-08 22:10:47 UTC |
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| Update date | 2020-09-17 15:31:25 UTC |
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| Primary ID | FDB013568 |
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| Secondary Accession Numbers | Not Available |
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| Chemical Information |
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| FooDB Name | (S)-alpha-Phellandrene |
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| Description | alpha-Phellandrene, also known as menthadiene, is one of two known Phellandrene isomers, alpha- and beta-, which are double-bonded. In α-phellandrene, both double bonds are endocyclic and in alpha-phellandrene, one of them is exocyclic. alpha-Phellandrene 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. alpha-Phellandrene is possibly neutral, insoluble in water, but miscible with ether. alpha-Phellandrene has a mint, spice, and turpentine taste. alpha-Phellandrene is found in highest concentrations in anises, common sages, and ceylon cinnamons and in lower concentrations in peppermints. alpha-Phellandrene has also been detected in dills, fennels, sweet basils, and tarragons. This could make alpha-phellandrene a potential biomarker for the consumption of these foods. The phellandrenes are used in fragrances because of their pleasing aromas. |
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| CAS Number | 2243-33-6 |
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| Structure | |
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| Synonyms | |
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| Predicted Properties | |
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| Chemical Formula | C10H16 |
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| IUPAC name | (5S)-2-methyl-5-(propan-2-yl)cyclohexa-1,3-diene |
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| InChI Identifier | InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4-6,8,10H,7H2,1-3H3/t10-/m0/s1 |
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| InChI Key | OGLDWXZKYODSOB-JTQLQIEISA-N |
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| Isomeric SMILES | [H][C@]1(CC=C(C)C=C1)C(C)C |
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| Average Molecular Weight | 136.234 |
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| Monoisotopic Molecular Weight | 136.125200512 |
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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
- Branched unsaturated hydrocarbon
- Cyclic olefin
- Unsaturated aliphatic hydrocarbon
- Unsaturated hydrocarbon
- Olefin
- Hydrocarbon
- 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: Source: Biological location: |
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| Process | Naturally occurring process: |
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| Role | Industrial application: Biological role: |
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| Physico-Chemical Properties |
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| Physico-Chemical Properties - Experimental | |
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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 | (S)-alpha-Phellandrene, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0006-9100000000-0fe1966be3faee829dec | Spectrum | | Predicted GC-MS | (S)-alpha-Phellandrene, 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 | splash10-000i-2900000000-84435206059b57657bff | 2016-08-01 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-000i-9600000000-f16481e876627d7d4bdf | 2016-08-01 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-1000-9100000000-6993cdda47b7e020b82d | 2016-08-01 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-000i-0900000000-380abae33f914a4d4001 | 2016-08-03 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-000i-0900000000-099421ca3a157c7e1c71 | 2016-08-03 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-00ku-7900000000-58a61cb646aec7493928 | 2016-08-03 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-000m-9500000000-57eb4e7b936ea365be20 | 2021-09-24 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-002f-9000000000-7265bcee351c38f0f79c | 2021-09-24 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-00ou-9000000000-0d460f957e928551b42c | 2021-09-24 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-000i-0900000000-a013b4ae27f975ab5621 | 2021-09-24 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-000i-0900000000-a013b4ae27f975ab5621 | 2021-09-24 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0uxr-9000000000-5a30982006f09d04cfc8 | 2021-09-24 | View Spectrum |
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| NMR | Not Available |
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| External Links |
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| ChemSpider ID | 391432 |
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| ChEMBL ID | Not Available |
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| KEGG Compound ID | C11391 |
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| Pubchem Compound ID | 443160 |
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| Pubchem Substance ID | Not Available |
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| ChEBI ID | 367 |
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| Phenol-Explorer ID | Not Available |
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| DrugBank ID | Not Available |
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| HMDB ID | HMDB34970 |
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| CRC / DFC (Dictionary of Food Compounds) ID | JTB20-G:JFH66-I |
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| EAFUS ID | Not Available |
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| Dr. Duke ID | (+)-ALPHA-PHELLANDRENE|D-ALPHA-PHELLANDRENE |
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| BIGG ID | Not Available |
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| KNApSAcK ID | Not Available |
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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 | 2243-33-6 |
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| GoodScent ID | rw1374391 |
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| SuperScent ID | Not Available |
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| Wikipedia ID | Phellandrene |
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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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| Biological Effects and Interactions |
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| Health Effects / Bioactivities | Not Available |
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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 | |
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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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