| 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 | 2019-11-26 03:08:38 UTC |
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| Primary ID | FDB013574 |
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| Secondary Accession Numbers | Not Available |
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| Chemical Information |
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| FooDB Name | (±)-Borneol |
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| Description | (-)-Borneol, also known as L-borneol or linderol, belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. Based on a literature review a small amount of articles have been published on (-)-Borneol. |
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| CAS Number | 507-70-0 |
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| Structure | |
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| Synonyms | | Synonym | Source |
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| (1S,2R,4S)-(-)-Borneol | ChEBI | | (1S,2R,4S)-Borneol | ChEBI | | (1S-endo)-1,7,7-Trimethylbicyclo[2.2.1]heptan-2-ol | ChEBI | | L-Borneol | ChEBI | | Linderol | ChEBI | | Isoborneol | MeSH | | Isoborneol, (1R-endo)-isomer | MeSH | | Isoborneol, (1S-endo)-isomer | MeSH | | Isoborneol, (1S-exo)-isomer | MeSH | | Borneol | MeSH | | Isoborneol, (1R-exo)-isomer | MeSH | | Isoborneol, (exo)-isomer | MeSH | | Isoborneol, (endo)-isomer | MeSH | | Isoborneol, (endo-(+-))-isomer | MeSH | | 1,7,7-Trimethyl-(1R,2S,4R)-rel-bicyclo[2.2.1]heptan-2-ol | HMDB | | 1,7,7-Trimethyl-endo-bicyclo[2.2.1]heptan-2-ol | HMDB | | borneo Camphor | HMDB | | Borneol (8ci) | HMDB | | Bornyl alcohol | HMDB | | DL-Borneol | HMDB | | endo-(-)-Bornan-2-ol | HMDB | | endo-2-Bornanol | HMDB | | endo-2-Camphanol | HMDB | | endo-2-Hydroxy-1,7,7-trimethylnorbornane | HMDB | | endo-2-Hydroxycamphane | HMDB | | endo-Borneol | HMDB | | Rel-(1S,2R,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol | HMDB | | Sumatra camphor | HMDB | | (±)-Borneol | db_source | | Bicyclo[2.2.1]heptan-2-ol, 1,7,7-trimethyl-, (1R,2S,4R)-rel- | manual | | Bicyclo[2.2.1]heptan-2-ol, 1,7,7-trimethyl-, endo- | manual | | Borneo camphor | manual | | Borneol (8CI) | manual | | bornyl alcohol | manual | | dl-Borneol | manual | | endo-(±)-Bornan-2-ol | manual | | endo-2-bornanol | manual | | endo-2-camphanol | manual | | endo-2-hydroxycamphane | manual | | FEMA 2157?? | db_source | | rel-(1S,2R,4S)-1,7,7-Trimethylbicyclo[2.2.1]heptan-2-ol | manual |
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| Predicted Properties | |
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| Chemical Formula | C10H18O |
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| IUPAC name | (1S,2R,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol |
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| InChI Identifier | InChI=1S/C10H18O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7-8,11H,4-6H2,1-3H3/t7-,8+,10+/m0/s1 |
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| InChI Key | DTGKSKDOIYIVQL-QXFUBDJGSA-N |
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| Isomeric SMILES | CC1(C)[C@H]2CC[C@]1(C)[C@H](O)C2 |
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| Average Molecular Weight | 154.2493 |
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| Monoisotopic Molecular Weight | 154.135765198 |
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| Classification |
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| Description | Belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. |
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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 | Bicyclic monoterpenoids |
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| Alternative Parents | |
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| Substituents | - Bicyclic monoterpenoid
- Bornane monoterpenoid
- Cyclic alcohol
- Secondary 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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| 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 | | 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 | C 77.87%; H 11.76%; O 10.37% | DFC |
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| Melting Point | Mp 210-215 subl.° | DFC |
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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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| GC-MS | (±)-Borneol, non-derivatized, GC-MS Spectrum | splash10-0002-9500000000-d56079f73c4487b5c71c | Spectrum | | GC-MS | (±)-Borneol, non-derivatized, GC-MS Spectrum | splash10-0002-9100000000-17ec59e424e6bec05bff | Spectrum | | GC-MS | (±)-Borneol, non-derivatized, GC-MS Spectrum | splash10-0002-9100000000-1bb77820d7f610ff89a7 | Spectrum | | GC-MS | (±)-Borneol, non-derivatized, GC-MS Spectrum | splash10-01ot-9700000000-30278d35f81e3cec5d61 | Spectrum | | GC-MS | (±)-Borneol, non-derivatized, GC-MS Spectrum | splash10-0002-0900000000-65191fef89b7904d2002 | Spectrum | | GC-MS | (±)-Borneol, non-derivatized, GC-MS Spectrum | splash10-0002-9500000000-d56079f73c4487b5c71c | Spectrum | | GC-MS | (±)-Borneol, non-derivatized, GC-MS Spectrum | splash10-0002-9100000000-17ec59e424e6bec05bff | Spectrum | | GC-MS | (±)-Borneol, non-derivatized, GC-MS Spectrum | splash10-0002-9100000000-1bb77820d7f610ff89a7 | Spectrum | | GC-MS | (±)-Borneol, non-derivatized, GC-MS Spectrum | splash10-01ot-9700000000-30278d35f81e3cec5d61 | Spectrum | | GC-MS | (±)-Borneol, non-derivatized, GC-MS Spectrum | splash10-0002-0900000000-65191fef89b7904d2002 | Spectrum | | GC-MS | (±)-Borneol, non-derivatized, GC-MS Spectrum | splash10-0002-9500000000-d56079f73c4487b5c71c | Spectrum | | GC-MS | (±)-Borneol, non-derivatized, GC-MS Spectrum | splash10-0002-9100000000-17ec59e424e6bec05bff | Spectrum | | GC-MS | (±)-Borneol, non-derivatized, GC-MS Spectrum | splash10-0002-9100000000-1bb77820d7f610ff89a7 | Spectrum | | GC-MS | (±)-Borneol, non-derivatized, GC-MS Spectrum | splash10-01ot-9700000000-30278d35f81e3cec5d61 | Spectrum | | GC-MS | (±)-Borneol, non-derivatized, GC-MS Spectrum | splash10-0002-0900000000-65191fef89b7904d2002 | Spectrum | | GC-MS | (±)-Borneol, non-derivatized, GC-MS Spectrum | splash10-0002-9500000000-d56079f73c4487b5c71c | Spectrum | | GC-MS | (±)-Borneol, non-derivatized, GC-MS Spectrum | splash10-0002-9100000000-17ec59e424e6bec05bff | Spectrum | | GC-MS | (±)-Borneol, non-derivatized, GC-MS Spectrum | splash10-0002-9100000000-1bb77820d7f610ff89a7 | Spectrum | | GC-MS | (±)-Borneol, non-derivatized, GC-MS Spectrum | splash10-01ot-9700000000-30278d35f81e3cec5d61 | Spectrum | | GC-MS | (±)-Borneol, non-derivatized, GC-MS Spectrum | splash10-0002-0900000000-65191fef89b7904d2002 | Spectrum | | Predicted GC-MS | (±)-Borneol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0bt9-1900000000-561b837a8b44dbfaea56 | Spectrum | | Predicted GC-MS | (±)-Borneol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-03k9-6930000000-42c843fe7b6dc6e988d9 | Spectrum | | Predicted GC-MS | (±)-Borneol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | | Predicted GC-MS | (±)-Borneol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | | Predicted GC-MS | (±)-Borneol, 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-0900000000-7eaa92cdc2cb1dd17c33 | 2016-08-03 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-052r-0900000000-fb1222abb6cef74eb083 | 2016-08-03 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-00dr-2900000000-622438b8bd224a755c47 | 2016-08-03 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0udi-0900000000-b64fc5b28acf2b8ce6ee | 2016-08-03 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0udi-0900000000-404830ee9ef93bfec2b8 | 2016-08-03 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0fki-2900000000-5d8542e9c4643c74fa54 | 2016-08-03 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-08fr-4900000000-c5fb0f5b567a4f9fada9 | 2021-09-22 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-090r-9400000000-3329d0b3e6f71527a4bc | 2021-09-22 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0006-9000000000-1ab95ec8cd37ae806b10 | 2021-09-22 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0udi-0900000000-d2363ae8d4dbdcccda80 | 2021-09-22 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0udi-0900000000-d2363ae8d4dbdcccda80 | 2021-09-22 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0udi-0900000000-4f86d6496a0b85050d5c | 2021-09-22 | View Spectrum |
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| NMR | Not Available |
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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 | C01411 |
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| Pubchem Compound ID | Not Available |
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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 | JPN73-E:JFJ62-O |
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| EAFUS ID | 355 |
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| Dr. Duke ID | BORNEOL |
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| BIGG ID | Not Available |
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| KNApSAcK ID | C00003028 |
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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 | 507-70-0 |
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| GoodScent ID | rw1039711 |
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| SuperScent ID | Not Available |
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| Wikipedia ID | Borneol |
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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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| (-)-chronotropic | | An agent that decreases heart rate by affecting nerves controlling the heart or the sinoatrial node's rhythm, used therapeutically to manage arrhythmias, hypertension, and angina, and to reduce myocardial oxygen demand. | DUKE | | (-)-inotropic | | An agent that weakens the force of muscular contractions, particularly in the heart. It plays a biological role in reducing cardiac workload and is therapeutically used to manage conditions like angina, heart failure, and hypertension, helping to decrease the heart's oxygen demand. | DUKE | | Allelochemic | | A chemical released by plants that interacts with other organisms, influencing their behavior or growth. Its biological role involves plant defense and communication. Therapeutically, allelochemics have anti-inflammatory, antimicrobial, and antioxidant properties, with applications in managing anxiety, pain, and infections, as well as potential anticancer uses. | DUKE | | Analgesic | 35480 | An agent that relieves pain by reducing or blocking pain signals in the brain, commonly used to manage acute or chronic pain, inflammation, and fever, with therapeutic applications in surgery, injury, and disease treatment. | DUKE | | Anti acetylcholine | 38323 | An agent that blocks the action of acetylcholine, a neurotransmitter involved in muscle contraction and nerve function. It has therapeutic applications in treating conditions like muscle spasms, gastrointestinal disorders, and respiratory issues. Key medical uses include managing symptoms of Parkinson's disease, reducing secretions during surgery, and alleviating symptoms of irritable bowel syndrome and asthma. | DUKE | | Anti bacterial | 33282 | An agent that inhibits the growth of or destroys bacteria, playing a crucial role in preventing and treating infections. Therapeutically, it is used to combat bacterial infections, with key medical applications including treating pneumonia, tuberculosis, and skin infections, as well as preventing surgical site infections and sepsis. | DUKE | | Anti-bronchitic | 52217 | An agent that relieves bronchial congestion and inflammation, commonly used in managing respiratory disorders such as bronchitis, asthma, and chronic obstructive pulmonary disease (COPD), to reduce coughing, wheezing, and shortness of breath. | DUKE | | Anti-escherichic | | An antibody binding to Escherichia-specific targets, playing a role in immune defense. Therapeutically, it is used to combat E. coli infections, with key medical applications in treating urinary tract infections, sepsis, and gastrointestinal diseases. | DUKE | | Anti feedant | | A substance that inhibits normal feeding behavior, found in certain plants, deterring insects and animals from consuming them. Its therapeutic applications include pest control, while key medical uses involve managing insect-borne diseases and reducing crop damage. | DUKE | | Anti-inflammatory | 35472 | An agent that reduces inflammation, playing a biological role in suppressing immune responses and therapeutic applications in managing pain, swelling, and redness. Key medical uses include treating arthritis, allergies, and autoimmune disorders, as well as relieving symptoms of conditions such as asthma and dermatitis. | DUKE | | Anti otitic | 52217 | An agent that reduces inflammation and infection in the ear, commonly used to treat otitis media (middle ear infection) and other ear disorders, promoting hearing health and alleviating symptoms such as pain and discomfort. | DUKE | | Anti pyretic | 35493 | An agent that reduces fever, commonly used to relieve headache, pain, and discomfort associated with elevated body temperature, and to manage fever in various medical conditions, such as infections and inflammatory diseases. | 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 | | Anti-spasmodic | 52217 | An agent that relaxes smooth muscle, reducing muscle spasms and cramps. It plays a biological role in regulating muscle tone and is therapeutically applied to treat conditions such as irritable bowel syndrome, menstrual cramps, and muscle spasms, providing relief from abdominal pain and discomfort. | DUKE | | Anti-staphylococcic | 33282 | An agent that combats Staphylococcus infections, playing a crucial role in preventing bacterial growth. Therapeutically, it is used to treat skin and soft tissue infections, respiratory tract infections, and bloodstream infections. Key medical uses include treating methicillin-resistant Staphylococcus aureus (MRSA) and other staphylococcal infections, reducing the risk of infection and promoting wound healing. | DUKE | | Anti-yeast | 33281 | An agent that inhibits the growth of yeast, playing a role in preventing fungal infections. Therapeutically, it is used to treat conditions such as candidiasis and athlete's foot, and has applications in managing digestive issues and skin infections. | DUKE | | Candidicide | | An agent that kills Candida species, such as Candida albicans, reducing fungal infections. Therapeutically, it is used to treat candidiasis, with key medical applications in managing oral thrush, vaginal yeast infections, and other fungal diseases. | DUKE | | Choleretic | | An agent that increases bile production and secretion from the liver, enhancing digestion and fat absorption. Therapeutically, it's used to treat gallstones, liver disease, and indigestion, promoting healthy bile flow and liver function. | DUKE | | Central nervous system stimulant | 35470 | An agent that increases alertness and activity by enhancing neurotransmitter release, used therapeutically to manage attention deficit hyperactivity disorder (ADHD), narcolepsy, and fatigue, and to improve cognitive function and mood. | DUKE | | Central nervous system toxic | 50910 | An agent that damages or impairs the central nervous system, disrupting normal brain and spinal cord function. It has no therapeutic applications, but is used in research to study neurodegenerative diseases and develop treatments. Key medical uses include understanding and modeling neurotoxicity in conditions like Parkinson's and Alzheimer's diseases. | DUKE | | Name | 48318 | flavor | DUKE | | Fungicide | 24127 | An agent that kills or inhibits the growth of fungi, playing a biological role in preventing fungal infections. Therapeutically, it is used to treat fungal diseases, with key medical applications including athlete's foot, ringworm, and candidiasis, as well as agricultural uses to protect crops from fungal damage. | 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 | | Herbicide | 24527 | A chemical agent that kills or inhibits plant growth, used in agriculture to control weeds and pests. It has no direct biological role or therapeutic applications in human medicine, but its development has led to the creation of related compounds with potential medical uses, such as anticancer agents. | DUKE | | Inhalant | | A substance whose vapors or gases are inhaled, with therapeutic applications in anesthesia and pain management. Key medical uses include inducing sedation, relieving respiratory issues, and managing pain. | DUKE | | Insect repellent | 24852 | An agent that deters insects, preventing bites and reducing the transmission of insect-borne diseases. Therapeutically, it helps prevent allergic reactions and decreases the risk of diseases like malaria, Zika, and Lyme disease, making it a key tool in public health and outdoor protection. | DUKE | | Insectifuge | 24852 | A substance that repels insects, playing a biological role in plant defense. Therapeutically, it has applications in preventing insect-borne diseases. Key medical uses include topical repellents for malaria, dengue fever, and other vector-borne illnesses, reducing the risk of transmission. | DUKE | | Irritant | | An agent that causes slight inflammation or discomfort, stimulating a biological response. Therapeutically, it can be used to increase blood flow or stimulate healing. Key medical uses include treating wounds, skin conditions, and respiratory issues, such as congestion, by inducing a mild inflammatory response to promote recovery. | DUKE | | Myorelaxant | | An agent that reduces muscle contractility by blocking nerve impulses or decreasing motor end plate excitability, used therapeutically to relieve muscle spasms, tension, and pain, commonly in managing musculoskeletal disorders, anxiety, and insomnia. | DUKE | | Nematicide | 25491 | An agent that kills nematodes, a type of parasitic worm, used to control infestations in crops and animals, with therapeutic applications in veterinary medicine to treat parasitic infections and promote livestock health. | DUKE | | Perfumery | 48318 | The art of creating fragrances, playing a biological role in emotional and sensory stimulation. Therapeutically, perfumery has applications in aromatherapy, reducing stress and anxiety. Key medical uses include mood enhancement, pain management, and promoting relaxation, with certain scents exhibiting anti-anxiety and anti-depressant properties. | 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 | | Tranquilizer | | An agent that induces relaxation and reduces anxiety, used therapeutically to manage anxiety disorders, insomnia, and restlessness, promoting calmness and sedation in individuals. | 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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| camphor |
- 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.
| | pine |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| | woody |
- 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).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.
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