Page last updated: 2024-12-11
1,3-diolein
Description
## 1,3-Diolein: A Key Player in Lipid Research
1,3-diolein is a type of **triglyceride** - a type of fat molecule commonly found in plants and animals. It is composed of:
* **Glycerol:** A three-carbon alcohol molecule serving as the backbone.
* **Oleic acid:** A monounsaturated fatty acid, attached to the first and third carbon atoms of glycerol.
**Why is 1,3-diolein important for research?**
1,3-diolein plays a crucial role in several research areas, primarily due to its unique properties:
* **Model for studying lipid digestion and absorption:** 1,3-diolein is a simplified model for studying how the body digests and absorbs fats. Researchers use it to investigate the mechanisms of enzymes like **lipase**, which breaks down triglycerides into fatty acids and glycerol.
* **Investigating membrane properties:** 1,3-diolein, along with other triglycerides, is a major component of cell membranes. Research using 1,3-diolein helps understand how these membranes function, including:
* **Membrane fluidity:** How easily molecules can move within the membrane.
* **Membrane permeability:** How readily substances can pass through the membrane.
* **Interaction with proteins:** How proteins associate with and influence membrane properties.
* **Studying lipid metabolism:** 1,3-diolein is a key player in the storage and utilization of energy in the body. Research using 1,3-diolein helps understand:
* **Fatty acid synthesis:** How the body builds fatty acids from smaller molecules.
* **Fatty acid oxidation:** How the body breaks down fatty acids for energy.
* **Developing novel food products:** 1,3-diolein's properties make it a desirable component in food products. Researchers are exploring its potential to:
* **Improve the texture and mouthfeel of food:** 1,3-diolein can make food feel smoother and creamier.
* **Enhance nutrient absorption:** 1,3-diolein can promote the absorption of fat-soluble vitamins.
* **Reduce cholesterol levels:** Some studies suggest that 1,3-diolein may help lower cholesterol levels.
**Overall, 1,3-diolein serves as a versatile tool in various research areas related to lipid metabolism, cell membranes, and food science.** It helps scientists unravel complex mechanisms and develop novel solutions for human health and food production.
1,3-diolein: RN refers to (cis)-isomer [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
1,3-dioleoylglycerol : A 1,3-diglyceride with both acyl groups specified as oleoyl. [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]
Cross-References
Synonyms (49)
| Synonym |
|---|
| glycerol 1,3-dioleate |
| olein, 1,3-di- (7ci,8ci) |
| 1,3-diolein |
| 1,3-dioleoylglycerol |
| 9-octadecenoic acid, 2-hydroxy-1,3-propanediyl ester, (9z,9'z)- |
| 2465-32-9 |
| (z,z)-1,3-dioctadecenoyl glycerol |
| 9-octadecenoic acid (z)-, 2-hydroxy-1,3-propanediyl ester |
| 2-hydroxy-1,3-propanediyl dioleate |
| 9-octadecenoic acid (9z)-, 2-hydroxy-1,3-propanediyl ester (9ci) |
| sn-1,3-dioleoylglycerol |
| 1,3-diolein, >=99% (gc) |
| dg(18:1/0:0/18:1) |
| 257044F5-73E6-431D-83A8-070E3E0E7835 |
| [2-hydroxy-3-[(z)-octadec-9-enoyl]oxypropyl] (z)-octadec-9-enoate |
| dag(18:1/0:0/18:1) |
| dg(18:1(omega-9)/0:0/18:1(omega-9)) |
| diacylglycerol(18:1/0:0/18:1) |
| diacylglycerol(18:1omega9/0:0/18:1omega9) |
| dag(18:1omega9/0:0/18:1omega9) |
| 1,3-di-(9z-octadecenoyl)-glycerol |
| CHEBI:75735 |
| dg(18:1omega9/0:0/18:1omega9) |
| 2-hydroxypropane-1,3-diyl (9z,9'z)bis-octadec-9-enoate |
| erf7s0xx7k , |
| einecs 219-569-3 |
| unii-erf7s0xx7k |
| glyceryl 1,3-dioleate |
| olein, 1,3-di- |
| 1,3-glyceryl dioleate |
| 9-octadecenoic acid (9z)-, 2-hydroxy-1,3-propanediyl ester |
| SCHEMBL3189369 |
| 1,3-o-dioleoylglycerol |
| DRAWQKGUORNASA-CLFAGFIQSA-N |
| AKOS024438285 |
| J-015618 |
| 1-(9z-octadecenoyl)-3-(9z-octadecenoyl)-sn-glycerol |
| 1-oleoyl-3-oleoyl-sn-glycerol |
| dag(18:1n9/0:0/18:1n9) |
| dg(18:1w9/0:0/18:1w9) |
| diacylglycerol(18:1w9/0:0/18:1w9) |
| dag(18:1w9/0:0/18:1w9) |
| diacylglycerol(18:1n9/0:0/18:1n9) |
| dg(18:1n9/0:0/18:1n9) |
| Q27145509 |
| CHEMBL4126969 |
| DTXSID901030990 |
| AS-83526 |
| 2-hydroxypropane-1,3-diyl dioleate |
Research Excerpts
Dosage Studied
| Excerpt | Relevance | Reference |
|---|
| " Compared with the results of our previous single factor experiment, although the values of diolein yield and 1,3-diolien/diolein could not be improved markedly, the enzyme dosage and the reaction medium were spared by 25% and 20%, respectively, which was a remarkable improvement of the enzymatic process." | ( Rational synthesis of 1,3-diolein by enzymatic esterification.
Du, W; Duan, ZQ; Liu, DH, 2012) | 0.69 |
Drug Classes (3)
| Class | Description |
|---|
| 1,3-diglyceride | |
| dioleoylglycerol | A diglyceride in which both groups are oleoyl with their positions of acylation unspecified. Formula C39H72O5. For the structure shown, either R1 = H and R2 = oleoyl or R1 = oleoyl and R2 = H. |
| diacylglycerol (18:1/0:0/18:1) | A 1,3-diglyceride in which both acyl groups contain 18 carbons and 1 double bond. |
| [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] |
Bioassays (5)
| Assay ID | Title | Year | Journal | Article |
|---|
| AID1491062 | Cytotoxicity against human HepG2 cells assessed as reduction in cell viability after 72 hrs by MTT assay | 2017 | Journal of natural products, 05-26, Volume: 80, Issue:5
| Inflammation Modulatory Phorbol Esters from the Seeds of Aquilaria malaccensis. |
| AID1491057 | Anti-inflammatory activity in human neutrophils assessed as inhibition of fMLF/CB-induced superoxide anion generation preincubated for 5 mins followed by CB stimulation for 3 mins and subsequent fMLF stimulation for 10 mins by spectrophotometric method | 2017 | Journal of natural products, 05-26, Volume: 80, Issue:5
| Inflammation Modulatory Phorbol Esters from the Seeds of Aquilaria malaccensis. |
| AID1491063 | Cytotoxicity against human MDA-MB-231 cells assessed as reduction in cell viability after 72 hrs by MTT assay | 2017 | Journal of natural products, 05-26, Volume: 80, Issue:5
| Inflammation Modulatory Phorbol Esters from the Seeds of Aquilaria malaccensis. |
| AID1491056 | Cytotoxicity against human A549 cells assessed as reduction in cell viability after 72 hrs by MTT assay | 2017 | Journal of natural products, 05-26, Volume: 80, Issue:5
| Inflammation Modulatory Phorbol Esters from the Seeds of Aquilaria malaccensis. |
| AID1491058 | Anti-inflammatory activity in human neutrophils assessed as inhibition of fMLF/CB-induced elastase release by measuring degranulation of azurophilic granules using MeOSuc-Ala-Ala-ProVal-p-nitroanilide as substrate preincubated for 5 mins followed by CB/fM | 2017 | Journal of natural products, 05-26, Volume: 80, Issue:5
| Inflammation Modulatory Phorbol Esters from the Seeds of Aquilaria malaccensis. |
| [information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Research
Studies (8)
| Timeframe | Studies, This Drug (%) | All Drugs % |
|---|
| pre-1990 | 0 (0.00) | 18.7374 |
| 1990's | 2 (25.00) | 18.2507 |
| 2000's | 0 (0.00) | 29.6817 |
| 2010's | 6 (75.00) | 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: 23.55
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.
| Metric | This Compound (vs All) |
|---|
| Research Demand Index | 23.55 (24.57) | | Research Supply Index | 2.20 (2.92) | | Research Growth Index | 5.17 (4.65) | | Search Engine Demand Index | 21.17 (26.88) | | Search Engine Supply Index | 2.00 (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 | 8 (100.00%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |