Sterculic acid is a cyclopropenoid fatty acid found in the seeds of various plants, including the mallow family (Malvaceae) and the cotton family (Malvaceae). It is a potent inhibitor of the Δ9 desaturase enzyme, which is involved in the biosynthesis of unsaturated fatty acids. Sterculic acid has been shown to have a variety of biological effects, including toxicity to animals and humans. Its effects can range from mild gastrointestinal discomfort to severe liver damage. It can also have detrimental impacts on animal development and reproduction. Due to its potent biological activity and presence in food sources, sterculic acid has been the subject of numerous research studies. These studies have focused on understanding the mechanisms of its toxicity, developing methods to mitigate its effects, and exploring its potential applications in the development of new drugs and pesticides.'
sterculic acid: structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
sterculic acid : A long-chain, monounsaturated fatty acid composed of 9-octadecenoic acid having a 9,10-cyclopropenyl group. [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]
| ID Source | ID |
|---|---|
| PubMed CID | 12921 |
| CHEMBL ID | 3677268 |
| CHEBI ID | 9261 |
| SCHEMBL ID | 31295 |
| MeSH ID | M0044381 |
| Synonym |
|---|
| 9,10-methylene-9-octadecenoic acid |
| omega-(2-n-octylcycloprop-1-enyl)octanoic acid |
| CHEBI:9261 |
| sterculinsaeure |
| 8-(2-octyl-cycloprop-1-enyl)-octansaeure |
| 9,10-mt 9c-18:1 |
| sterculia-saeure |
| sterculinic acid |
| 8-(2-octylcycloprop-1-en-1-yl)octanoic acid |
| 738-87-4 |
| sterculic acid |
| C08366 |
| 2-octyl-1-cyclopropene-1-octanoic acid |
| 8-(2-octylcyclopropen-1-yl)octanoic acid |
| stearculinic acid |
| LMFA01140018 |
| stearculic acid |
| A837950 |
| 8-(2-octyl-1-cyclopropenyl)octanoic acid |
| 55088-60-3 |
| 1-cyclopropene-1-octanoicacid, 2-octyl- |
| mxv06g5rok , |
| unii-mxv06g5rok |
| hsdb 3904 |
| 1-cyclopropene-1-octanoic acid, 2-octyl- |
| SCHEMBL31295 |
| sterculic acid [hsdb] |
| bdbm149345 |
| us8962837, sterculic acid |
| CHEMBL3677268 |
| fa(19:2) |
| ster-culic acid |
| FT-0724977 |
| Q2345401 |
| DTXSID90970445 |
| 1-cyclopropene-1-octanoic acid 2-octyl- |
| CS-0093556 |
| HY-127143 |
| AKOS040758544 |
Sterculic acid (SA) is a cyclopropene fatty acid originally found in the seeds of the plant.
| Excerpt | Reference | Relevance |
|---|---|---|
| "Sterculic acid (SA) is a cyclopropene fatty acid originally found in the seeds of the plant" | ( Sterculic Acid: The Mechanisms of Action beyond Stearoyl-CoA Desaturase Inhibition and Therapeutic Opportunities in Human Diseases. Larráyoz, IM; Pariente, A; Peláez, R; Pérez-Sala, Á, 2020) | 2.72 |
| "Sterculic acid is a cyclopropene fatty acid with numerous biological activities. " | ( Sterculic acid antagonizes 7-ketocholesterol-mediated inflammation and inhibits choroidal neovascularization. Amaral, J; Huang, JD; Larrayoz, IM; Lee, JW; Rodriguez, IR, 2012) | 3.26 |
| Excerpt | Reference | Relevance |
|---|---|---|
| "Sterculic acid has been shown to specifically inhibit SCD activity." | ( Sterculic Acid and Its Analogues Are Potent Inhibitors of Toxoplasma gondii. Alaraj, IQ; Baird, MS; Dulayymi, JR; Hao, P; Liu, J; Liu, Q, 2016) | 2.6 |
| Excerpt | Reference | Relevance |
|---|---|---|
| "Sterculic acid pretreatment also results in a reduction in SOD2 mRNA expression." | ( Pretreatment of human retinal pigment epithelial cells with sterculic acid forestalls fenretinide-induced apoptosis. Duncan, T; Redmond, TM; William, S, 2022) | 1.68 |
| Class | Description |
|---|---|
| cyclopropenyl fatty acid | Any fatty acid containing a three-membered carbocyclic unit which includes a double bond. |
| long-chain fatty acid | A fatty acid with a chain length ranging from C13 to C22. |
| monounsaturated fatty acid | Any fatty acid with one double or triple bond in the fatty acid chain and singly bonded carbon atoms in the rest of the chain. MUFAs have positive effects on the cardiovascular system, and in diabetes treatment. |
| [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] | |
| Timeframe | Studies, This Drug (%) | All Drugs % |
|---|---|---|
| pre-1990 | 6 (21.43) | 18.7374 |
| 1990's | 5 (17.86) | 18.2507 |
| 2000's | 5 (17.86) | 29.6817 |
| 2010's | 6 (21.43) | 24.3611 |
| 2020's | 6 (21.43) | 2.80 |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||
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 moderate demand-to-supply ratio for research on this compound.
| This Compound (28.58) All Compounds (24.57) |
| Publication Type | This drug (%) | All Drugs (%) |
|---|---|---|
| Trials | 0 (0.00%) | 5.53% |
| Reviews | 1 (3.57%) | 6.00% |
| Case Studies | 0 (0.00%) | 4.05% |
| Observational | 0 (0.00%) | 0.25% |
| Other | 27 (96.43%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||