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
Canonical 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
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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