Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:05:58 UTC |
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Update date | 2020-09-17 15:33:39 UTC |
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Primary ID | FDB003839 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | beta-Eudesmol |
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Description | Beta-Eudesmol, also known as beta-selinenol belongs to the class of organic compounds known as eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids. These are sesquiterpenoids with a structure based on the eudesmane skeleton. Sesquiterpenoids are terpenes that contain 15 carbon atoms and are comprised of three isoprene units. The biosynthesis of sesquiterpenes is known to occur mainly through the mevalonic acid pathway (MVA), in the cytosol. However, recent studies have found evidence of pathway crosstalk with the methyl-eritritol-phosphate (MEP) pathway in the plastid (PMID: 19932496, 17710406). Farnesyl diphosphate (FPP) is a key intermediate in the biosynthesis of cyclic sesquiterpenes. FPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. Beta-eudesmol is a green and wood tasting compound that can be found in a number of food items such as common walnut, sweet basil, ginkgo nuts, burdock, and ginger (PMID: 18242187). |
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CAS Number | 473-15-4 |
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Structure | |
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Synonyms | Synonym | Source |
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(2R,4AR,8as)-decahydro-8-methylene-alpha,alpha,4a-trimethyl-2-naphthylmethanol | ChEBI | beta-Selinenol | ChEBI | (2R,4AR,8as)-decahydro-8-methylene-a,a,4a-trimethyl-2-naphthylmethanol | Generator | (2R,4AR,8as)-decahydro-8-methylene-α,α,4a-trimethyl-2-naphthylmethanol | Generator | b-Selinenol | Generator | Β-selinenol | Generator | b-Eudesmol | Generator | Β-eudesmol | Generator | beta-Eudesmol, (2S-(2alpha,4aalpha,8abeta))-isomer | MeSH | Eudesm-4(14)-en-11-ol | PhytoBank | (+)-beta-Eudesmol | PhytoBank | (+)-β-Eudesmol | PhytoBank | beta-Eudesmol | PhytoBank | β-eudesmol | biospider | β-eudesmol (β-selinenol) | biospider | β-selinenol | biospider | Beta-selinenol | biospider | Eudesm-4(14)-en-11-ol (8CI) | biospider |
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Predicted Properties | |
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Chemical Formula | C15H26O |
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IUPAC name | 2-[(2R,4aR,8aS)-4a-methyl-8-methylidene-decahydronaphthalen-2-yl]propan-2-ol |
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InChI Identifier | InChI=1S/C15H26O/c1-11-6-5-8-15(4)9-7-12(10-13(11)15)14(2,3)16/h12-13,16H,1,5-10H2,2-4H3/t12-,13+,15-/m1/s1 |
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InChI Key | BOPIMTNSYWYZOC-VNHYZAJKSA-N |
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Isomeric SMILES | CC(C)(O)[C@@H]1CC[C@@]2(C)CCCC(=C)[C@@H]2C1 |
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Average Molecular Weight | 222.3663 |
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Monoisotopic Molecular Weight | 222.198365454 |
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Classification |
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Description | Belongs to the class of organic compounds known as eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids. These are sesquiterpenoids with a structure based on the eudesmane skeleton. |
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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 | Sesquiterpenoids |
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Direct Parent | Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids |
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Alternative Parents | |
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Substituents | - Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoid
- Tertiary alcohol
- Organic oxygen compound
- Hydrocarbon derivative
- Organooxygen compound
- Alcohol
- Aliphatic homopolycyclic compound
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Molecular Framework | Aliphatic homopolycyclic compounds |
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External Descriptors | |
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Ontology |
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Ontology | No ontology term |
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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 | Not Available | |
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Physical Description | Not Available | |
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Mass Composition | Not Available | |
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Melting Point | Not Available | |
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Boiling Point | Not Available | |
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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 | Not Available | |
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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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EI-MS | Mass Spectrum (Electron Ionization) | splash10-0a4i-9600000000-bfbe0937cd5dc239880f | 2015-03-01 | View Spectrum | GC-MS | beta-Eudesmol, non-derivatized, GC-MS Spectrum | splash10-0a4l-9600000000-4d69e00253e73f0e361b | Spectrum |
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MS/MS | Type | Description | Splash Key | View |
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MS/MS | LC-MS/MS Spectrum - n/a 15V, positive | splash10-00di-0900000000-37710ebc1d0a882ecce8 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - n/a 15V, positive | splash10-0a4i-1790000000-4b748160259df190b3ce | 2020-07-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0ab9-0390000000-622feb5828bf8dd0f06b | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0609-2930000000-1b5044feca732d2778ef | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-014u-9700000000-4d2f04e8bc1ab5b7c806 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-00di-0090000000-d313ddde27f9cb81f901 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0229-0490000000-e0d2e1274c533a96c1de | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0bta-1930000000-869158675ce2e4f6b83c | 2016-08-03 | View Spectrum |
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NMR | |
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External Links |
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ChemSpider ID | Not Available |
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ChEMBL ID | Not Available |
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KEGG Compound ID | C09664 |
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Pubchem Compound ID | 91457 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | Not Available |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | Not Available |
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HMDB ID | Not Available |
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CRC / DFC (Dictionary of Food Compounds) ID | Not Available |
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EAFUS ID | Not Available |
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Dr. Duke ID | BETA-EUDESMOL |
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BIGG ID | Not Available |
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KNApSAcK ID | C00000164 |
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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 | 473-15-4 |
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GoodScent ID | rw1054041 |
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SuperScent ID | Not Available |
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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 | |
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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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wood |
- Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
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- Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
- 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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