Page last updated: 2024-12-10
12,13-epoxy-9-octadecenoic acid
Description
12,13-epoxy-9-octadecenoic acid, also known as **vernolic acid**, is a **fatty acid** with a **unique structure** containing an epoxy group (a three-membered ring with an oxygen atom) and a double bond.
**Importance for research:**
* **Anti-inflammatory properties:** Vernolic acid has shown **anti-inflammatory activity**, potentially acting through the inhibition of cyclooxygenase (COX) enzymes, key players in inflammation. This makes it an interesting target for the development of novel anti-inflammatory drugs.
* **Antioxidant activity:** Vernolic acid has demonstrated **antioxidant activity**, protecting cells from damage caused by free radicals. This property might be beneficial in the prevention and treatment of oxidative stress-related diseases.
* **Anti-cancer activity:** Several studies have shown that vernolic acid exhibits **anti-cancer activity**, inhibiting the growth of various cancer cells. This effect is attributed to its ability to induce apoptosis (programmed cell death) and inhibit angiogenesis (formation of new blood vessels).
* **Effect on lipid metabolism:** Vernolic acid has been shown to **modify lipid metabolism**, potentially influencing levels of cholesterol and other lipids in the body. This makes it relevant for the study of cardiovascular diseases and other conditions related to lipid imbalances.
* **Biofuel potential:** The epoxy group in vernolic acid makes it a potential candidate for the production of **biodiesel**, a renewable alternative to fossil fuels.
* **Industrial applications:** Vernolic acid is used in the **production of paints, plastics, and other industrial products**.
**Research perspectives:**
Further research on vernolic acid is necessary to fully understand its mechanisms of action and potential therapeutic applications. This includes:
* Identifying its exact targets in cells and tissues.
* Determining its bioavailability and pharmacokinetic properties.
* Conducting clinical trials to assess its safety and efficacy in humans.
Overall, 12,13-epoxy-9-octadecenoic acid (vernolic acid) is a promising molecule with a range of biological activities and potential applications in medicine, industry, and biofuel production.
12,13-epoxy-9-octadecenoic acid: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
Cross-References
Synonyms (17)
Synonym |
nsc56858 |
11-(3-pentyl-2-oxiranyl)-9-undecenoic acid |
(e)-11-(3-pentyloxiran-2-yl)undec-9-enoic acid |
CHEMBL281291 , |
12,13-epome(9) |
6799-85-5 |
CHEBI:165794 |
bdbm50280208 |
(e)-11-(3-pentyl-oxiranyl)-undec-9-enoic acid |
11-(3-pentyloxiran-2-yl)undec-9-enoic acid |
17966-13-1 |
(z)-11-[(2r,3s)-3-pentyloxiran-2-yl]undec-9-enoic acid |
12,13-epoxy-9-octadecenoic acid |
LMFA02000276 |
9-undecenoic acid, 11-(3-pentyl-2-oxiranyl)- |
11-(3-pentyl-2-oxiranyl)-9-undcenoic acid |
12,13-eode |
Drug Classes (1)
Class | Description |
long-chain fatty acid | A fatty acid with a chain length ranging from C13 to C22. |
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res] |
Research
Studies (9)
Timeframe | Studies, This Drug (%) | All Drugs % |
pre-1990 | 0 (0.00) | 18.7374 |
1990's | 1 (11.11) | 18.2507 |
2000's | 8 (88.89) | 29.6817 |
2010's | 0 (0.00) | 24.3611 |
2020's | 0 (0.00) | 2.80 |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Market Indicators
Research Demand Index: 12.23
According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.
Metric | This Compound (vs All) |
---|
Research Demand Index | 12.23 (24.57) | Research Supply Index | 2.30 (2.92) | Research Growth Index | 4.54 (4.65) | Search Engine Demand Index | 0.00 (26.88) | Search Engine Supply Index | 0.00 (0.95) |
| |
Study Types
Publication Type | This drug (%) | All Drugs (%) |
Trials | 0 (0.00%) | 5.53% |
Reviews | 0 (0.00%) | 6.00% |
Case Studies | 0 (0.00%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Other | 9 (100.00%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |