1-stearoyl-2-linoleoyl-sn-glycerol is a type of **phospholipid**, specifically a **diacylglycerol (DAG)**. It's a complex fat molecule composed of:
* **Glycerol:** A 3-carbon alcohol backbone.
* **Stearic acid:** A saturated fatty acid with 18 carbon atoms.
* **Linoleic acid:** An unsaturated fatty acid with 18 carbon atoms and two double bonds.
**Why is it important for research?**
1-stearoyl-2-linoleoyl-sn-glycerol plays a crucial role in various biological processes and is a focus of research for several reasons:
* **Signaling molecule:** DAG acts as a second messenger in cell signaling pathways, particularly in response to certain hormones and growth factors. It activates protein kinase C (PKC), a crucial enzyme involved in cell growth, differentiation, and survival.
* **Membrane structure:** As a phospholipid, it contributes to the structural integrity of cell membranes, regulating fluidity and permeability. Understanding its role in membrane dynamics is vital for studying cellular function.
* **Metabolic pathway:** 1-stearoyl-2-linoleoyl-sn-glycerol is an intermediate in the synthesis of triacylglycerols (TAGs), the main storage form of fats in the body. Studying its metabolism is relevant for understanding energy storage and utilization.
* **Potential therapeutic targets:** Due to its role in cell signaling and metabolism, 1-stearoyl-2-linoleoyl-sn-glycerol is being investigated as a potential therapeutic target for various diseases, including cancer, cardiovascular disease, and diabetes.
* **Model system:** Researchers use 1-stearoyl-2-linoleoyl-sn-glycerol as a model system to study the properties and behavior of phospholipids in general. This knowledge is essential for understanding the complex processes that occur within cell membranes.
**Overall, 1-stearoyl-2-linoleoyl-sn-glycerol is a significant molecule in various biological processes. Its study contributes to understanding cell signaling, membrane dynamics, metabolic pathways, and potential therapeutic applications.**
1-stearoyl-2-linoleoyl-sn-glycerol : A 1,2-diacyl-sn-glycerol in which the acyl groups at positions 1 and 2 are specified as stearoyl and linoleoyl respectively. [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 | 6441562 |
| CHEMBL ID | 1734767 |
| CHEBI ID | 77097 |
| SCHEMBL ID | 1879786 |
| MeSH ID | M0255929 |
| Synonym |
|---|
| [(2s)-1-hydroxy-3-octadecanoyloxypropan-2-yl] (9z,12z)-octadeca-9,12-dienoate |
| gtpl2442 |
| dg(18:0/18:2/0:0)[iso2] |
| 1-octadecanoyl-2-(9z,12z-octadecadienoyl)-sn-glycerol |
| LMGL02010050 |
| dg(18:0/18:2(9z,12z)/0:0)[iso2] |
| dg(18:0_18:2) |
| BSPBIO_001405 |
| IDI1_033875 |
| BCBCMAP01_000084 |
| NCGC00163395-01 |
| NCGC00163395-02 |
| NCGC00163395-03 |
| HMS1989G07 |
| 1-stearoyl-2-linoleoyl-sn-glycerol |
| HMS1791G07 |
| HMS1361G07 |
| [(2s)-3-hydroxy-2-[(9z,12z)-octadeca-9,12-dienoyl]oxypropyl] octadecanoate |
| SCHEMBL1879786 |
| 1,2-sn-sldg |
| 9,12-octadecadienoic acid, (z,z)-, 1-(hydroxymethyl)-2-((1-oxooctadecyl)oxy)ethyl ester, (s')- |
| 34487-26-8 |
| dag(18:0/18:2) |
| dg(18:0/18:2n6) |
| 1,2-dg 18:0/18:2(omega-6) |
| 1-octadecanoyl-2-(9z,12z)-octadecadienoyl-sn-glycerol |
| CHEBI:77097 , |
| dag(18:0/18:2omega6) |
| diacylglycerol(18:0/18:2omega6) |
| diacylglycerol(18:0/18:2) |
| dg(18:0/18:2omega6) |
| dag(18:0/18:2n6) |
| dg(18:0/18:2(9z,12z)/0:0) |
| (2s)-1-hydroxy-3-(stearoyloxy)propan-2-yl (9z,12z)-octadeca-9,12-dienoate |
| diacylglycerol(18:0/18:2n6) |
| (2s)-1-hydroxy-3-(octadecanoyloxy)propan-2-yl (9z,12z)-octadeca-9,12-dienoate |
| dg(18:0/18:2) |
| dg(18:0/18:2/0:0) |
| CHEMBL1734767 |
| AJMZUFBKADIAKC-SKTOPKGQSA-N |
| 18:0-18:2 dg |
| HMS3402G07 |
| diacylglycerol(18:0/18:2w6) |
| dag(18:0/18:2w6) |
| dg(18:0/18:2w6) |
| J-019623 |
| 1-stearoyl- 2-linoleoyl-glycerol |
| Q27088818 |
| DTXSID501131538 |
| (1s)-1-(hydroxymethyl)-2-[(1-oxooctadecyl)oxy]ethyl (9z,12z)-9,12-octadecadienoate |
| (s)-1-hydroxy-3-(stearoyloxy)propan-2-yl (9z,12z)-octadeca-9,12-dienoate |
| Role | Description |
|---|---|
| mouse metabolite | Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). |
| [role 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] | |
| Class | Description |
|---|---|
| 1,2-diacyl-sn-glycerol | |
| diacylglycerol 36:2 | A diglyceride in which the two acyl groups contain a total of 36 carbons and 2 double bonds. |
| [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] | |
| Protein | Taxonomy | Measurement | Average (µ) | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
|---|---|---|---|---|---|---|---|
| regulator of G-protein signaling 4 | Homo sapiens (human) | Potency | 2.6679 | 0.5318 | 15.4358 | 37.6858 | AID504845 |
| histone acetyltransferase KAT2A isoform 1 | Homo sapiens (human) | Potency | 39.8107 | 0.2512 | 15.8432 | 39.8107 | AID504327 |
| [prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] | |||||||
| Assay ID | Title | Year | Journal | Article |
|---|---|---|---|---|
| AID1508630 | Primary qHTS for small molecule stabilizers of the endoplasmic reticulum resident proteome: Secreted ER Calcium Modulated Protein (SERCaMP) assay | 2021 | Cell reports, 04-27, Volume: 35, Issue:4 | A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. |
| AID1347154 | Primary screen GU AMC qHTS for Zika virus inhibitors | 2020 | Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49 | Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors. |
| AID588519 | A screen for compounds that inhibit viral RNA polymerase binding and polymerization activities | 2011 | Antiviral research, Sep, Volume: 91, Issue:3 | High-throughput screening identification of poliovirus RNA-dependent RNA polymerase inhibitors. |
| AID540299 | A screen for compounds that inhibit the MenB enzyme of Mycobacterium tuberculosis | 2010 | Bioorganic & medicinal chemistry letters, Nov-01, Volume: 20, Issue:21 | Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis. |
| AID1346590 | Human TRPC6 (Transient Receptor Potential channels) | 1999 | Nature, Jan-21, Volume: 397, Issue:6716 | Direct activation of human TRPC6 and TRPC3 channels by diacylglycerol. |
| [information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||||
| Timeframe | Studies, This Drug (%) | All Drugs % |
|---|---|---|
| pre-1990 | 0 (0.00) | 18.7374 |
| 1990's | 4 (44.44) | 18.2507 |
| 2000's | 1 (11.11) | 29.6817 |
| 2010's | 2 (22.22) | 24.3611 |
| 2020's | 2 (22.22) | 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 weak demand-to-supply ratio for research on this compound.
| This Compound (12.29) All Compounds (24.57) |
| 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] | ||