| 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 | 2025-11-18 22:54:05 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 |
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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 | 82584 |
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| ChEMBL ID | CHEMBL88244 |
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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 | | Descriptor | ID | Definition | Reference |
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| Anti-anoxic | 52217 | An agent that protects against oxygen deficiency, playing a crucial role in preventing tissue damage. Therapeutically, it's used to manage conditions like ischemia and hypoxia. Key medical applications include treating cardiovascular diseases, stroke, and altitude sickness, helping to mitigate oxidative stress and promote cellular survival. | DUKE | | Anti Epstein-Barr virus | 22587 | An agent that targets and neutralizes the Epstein-Barr virus, reducing its replication and associated diseases, such as infectious mononucleosis and certain types of cancer, with therapeutic applications in immunocompromised patients and key medical uses in preventing and treating EBV-related disorders. | DUKE | | Anti-mutagenic | | An agent that interferes with the mutagenicity of a substance, preventing DNA damage and mutations. Its biological role is to protect cells from genetic alterations, and it has therapeutic applications in cancer prevention and treatment, as well as key medical uses in reducing the risk of genetic disorders and birth defects. | DUKE | | Anti peptic | | An agent that inhibits the action of pepsin, reducing stomach acid and digestive enzyme activity. Therapeutically, it is used to treat gastrointestinal disorders, such as peptic ulcers and gastroesophageal reflux disease (GERD), by protecting the mucous lining and promoting healing. | DUKE | | Anti-salmonella | 33282 | An agent that targets and eliminates Salmonella bacteria, reducing the risk of food poisoning and gastrointestinal infections. Therapeutically, it is used to treat salmonellosis, a disease caused by Salmonella infection, and to prevent outbreaks in high-risk individuals, such as those with weakened immune systems. | DUKE | | Antitumor promoter | 35610 | An agent that inhibits tumor growth and progression, reducing cancer cell proliferation. Therapeutically, it prevents tumor development and spread, with key medical uses in cancer prevention and treatment, particularly in combating carcinogenesis and metastasis. | DUKE | | Anti ulcer | 49201 | An agent that reduces stomach acid and protects the mucous lining, preventing ulcer formation. It is used to treat conditions like gastroesophageal reflux disease (GERD), peptic ulcers, and Zollinger-Ellison syndrome, promoting healing and relieving symptoms. | DUKE | | Calcium antagonist | 48706 | A medication that blocks calcium ion entry into cells, reducing muscle contraction and vascular resistance. It treats hypertension, angina, and arrhythmias by dilating blood vessels and decreasing cardiac workload, commonly used in managing cardiovascular diseases. | DUKE | | Central nervous system inhibitor | 35470 | An agent that suppresses or slows down central nervous system activity, reducing anxiety, stress, and excitability. Therapeutically, it is used to manage conditions such as insomnia, seizures, and anxiety disorders, promoting relaxation and calmness. | DUKE | | Hepatoprotective | 62868 | An agent that protects the liver from damage, promoting liver health and function. It plays a biological role in reducing oxidative stress and inflammation, and has therapeutic applications in managing liver diseases, such as hepatitis and cirrhosis, and key medical uses in treating drug-induced liver injury and toxicities. | DUKE | | Neurogenic | | A factor or process caused by, controlled by, or arising in the nervous system, playing a role in nerve growth, repair, and function. Therapeutically, neurogenic factors have applications in treating neurological disorders, such as nerve damage and neurodegenerative diseases, with key medical uses in pain management, regeneration, and rehabilitation. | DUKE | | Pesticide | 25944 | An agent that kills or repels pests, playing a biological role in controlling insect, weed, and fungal populations. Therapeutically, pesticides have limited applications, but some are used to treat ectoparasitic infestations, such as lice and scabies. Key medical uses include topical treatments for head lice and scabies, highlighting their role in managing parasitic infections. | DUKE | | Sedative | 35717 | An agent that calms nervous activity, reducing anxiety and inducing relaxation. Its biological role is to slow down brain function, promoting sleep and relieving stress. Therapeutically, sedatives are used to manage insomnia, anxiety disorders, and seizures, as well as to prepare patients for medical procedures. | 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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| 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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