1-Oleoyl-rac-glycerol
Product Information
Molecular Formula
C21H40O4
Molecular Weight
356.54
Description
1-Oleoyl-rac-glycerol (CAS# 111-03-5) is a monoglyceride. These fatty acid esters are useful for the improvement of texture and flavor of beverages.
Synonyms
Monoolein; 2,3-Dihydroxypropyl Oleate; Glyceryl Monooleate; 18:1 MG
IUPAC Name
2,3-dihydroxypropyl (Z)-octadec-9-enoate
SMILES
CCCCCCCCC=CCCCCCCCC(=O)OCC(CO)O
InChI
InChI=1S/C21H40O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-19-20(23)18-22/h9-10,20,22-23H,2-8,11-19H2,1H3/b10-9-
InChI Key
RZRNAYUHWVFMIP-KTKRTIGZSA-N
Boiling Point
483.3±35.0 °C at 760 mmHg
Melting Point
35-37 °C
Flash Point
180 °C
Purity
> 40.0 % (GC)
Density
0.969 g/cm3
Solubility
water, 0.01931 mg/L @ 25 °C (est)
Appearance
White waxy solid
Application
Used in foods, pharmaceuticals, cosmetics, rust-preventive oils, vinyl light stabilizers, odorless base paints, textile finishing, and flavoring; Used as emulsifier for liquid and paste waxes, polishes, and cleaners.
Shelf Life
1 Year
Storage
Store at -20 °C
Refractive Index
1.4626 at 40 °C/D
LogP
4.92030
Odor
SWEET
Safety Information
Hazards
H402
Precautionary Statement
P501 P273
Computed Properties
XLogP3
6.5
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
19
Exact Mass
356.29265975 g/mol
Monoisotopic Mass
356.29265975 g/mol
Topological Polar Surface Area
66.8Ų
Heavy Atom Count
25
Formal Charge
0
Complexity
315
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
1
Defined Bond Stereocenter Count
1
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| US-2021007978-A1 | Fixed Dose Oral Testosterone Undecanoate Compositions and Use Thereof | 2020-09-25 |
| US-10836757-B1 | Polymorphic forms of metopimazine | 2020-04-02 |
| US-10980756-B1 | Methods of treatment | 2020-03-16 |
| US-10874687-B1 | Highly active compounds against COVID-19 | 2020-02-27 |
| EP-3842489-A1 | Heterophasic propylene polymer material and use of the same | 2019-12-24 |
| US-2021189110-A1 | Heterophasic propylene polymer material and use of the same | 2019-12-24 |
| EP-3842109-A1 | Antifoam and defoamer product | 2019-12-23 |
| EP-3839052-A1 | Method for the enzymatic preparation of sugar esters and / or sugar alcohol esters | 2019-12-20 |
| US-2021189018-A1 | Hyaluronic acid derivatives | 2019-12-20 |
| US-2021189292-A1 | Surfactants for cleaning products | 2019-12-20 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 33352258 | 2021-03-01 | In vitro screening for chemical inhibition of the iodide recycling enzyme, iodotyrosine deiodinase | Toxicology in vitro : an international journal published in association with BIBRA |
| 22809646 | 2012-10-01 | Paclitaxel loaded PEGylated gleceryl monooleate based nanoparticulate carriers in chemotherapy | Biomaterials |
| 22692080 | 2012-09-15 | Decylglucoside-based microemulsions for cutaneous localization of lycopene and ascorbic acid | International journal of pharmaceutics |
| 22794355 | 2012-09-04 | Glycerol monooleate-based nanocarriers for siRNA delivery in vitro | Molecular pharmaceutics |
| 22831645 | 2012-08-14 | Characterization of oil-free and oil-loaded liquid-crystalline particles stabilized by negatively charged stabilizer citrem | Langmuir : the ACS journal of surfaces and colloids |
| 22651926 | 2012-08-01 | Dietary 1-monoolein decreases postprandial GIP release by reducing jejunal transport of glucose and fatty acid in rodents | American journal of physiology. Gastrointestinal and liver physiology |
| 22720820 | 2012-07-05 | Protein-containing PEGylated cubosomic particles: freeze-fracture electron microscopy and synchrotron radiation circular dichroism study | The journal of physical chemistry. B |
| 22690845 | 2012-07-03 | Self-assembled nanostructures of fully hydrated monoelaidin-elaidic acid and monoelaidin-oleic acid systems | Langmuir : the ACS journal of surfaces and colloids |
| 22484149 | 2012-07-01 | Antiglioma activity of curcumin-loaded lipid nanoparticles and its enhanced bioavailability in brain tissue for effective glioblastoma therapy | Acta biomaterialia |
| 22630595 | 2012-06-26 | High-throughput discovery of novel steric stabilizers for cubic lyotropic liquid crystal nanoparticle dispersions | Langmuir : the ACS journal of surfaces and colloids |
