glyceryl monooleate
 
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2,3-dihydroxypropyl (Z)-octadec-9-enoate (Click)
CAS Number: 111-03-5 30836-40-9
ECHA EC Number: 203-827-7
FDA UNII: D3AEF6S35P
Beilstein Number: 1728976
MDL: MFCD00042735
FEMA Number: 2526
XlogP3: 6.50 (est)
Molecular Weight: 356.54660000
Formula: C21 H40 O4
NMR Predictor: Predict
2,3-dihydroxypropyl (Z)-octadec-9-enoate (Click)
CAS Number: 25496-72-4 117628-77-0
ECHA EC Number: 247-038-6
FDA UNII: 4PC054V79P
XlogP3: 6.50 (est)
Molecular Weight: 356.54660000
Formula: C21 H40 O4
NMR Predictor: Predict
Category: multipurpose additives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist: Search
Google Patents: Search
US Patents: Search
EU Patents: Search
IBM Patents: Obtain
Pubchem Patents: Search
PubMed: Search
NCBI: Search
JECFA Food Flavoring: 919  glyceryl monooleate
FEMA Number: 2526  glyceryl monooleate
FDA Mainterm: GLYCERYL MONOOLEATE
FDA Regulation:
FDA PART 175 -- INDIRECT FOOD ADDITIVES: ADHESIVES AND COMPONENTS OF COATINGS
Subpart C--Substances for Use as Components of Coatings
Sec. 175.300 Resinous and polymeric coatings.


FDA PART 175 -- INDIRECT FOOD ADDITIVES: ADHESIVES AND COMPONENTS OF COATINGS
Subpart C--Substances for Use as Components of Coatings
Sec. 175.320 Resinous and polymeric coatings for polyolefin films.


FDA PART 181 -- PRIOR-SANCTIONED FOOD INGREDIENTS
Subpart B--Specific Prior-Sanctioned Food Ingredients
Sec. 181.27 Plasticizers.


FDA PART 184 -- DIRECT FOOD SUBSTANCES AFFIRMED AS GENERALLY RECOGNIZED AS SAFE
Subpart B--Listing of Specific Substances Affirmed as GRAS
Sec. 184.1323 Glyceryl monooleate.
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Physical Properties:
Appearance: white viscous liquid to solid (est)
Assay: 98.00 to 100.00 % 
Food Chemicals Codex Listed: No
Melting Point: 35.00 °C. @ 760.00 mm Hg
Boiling Point: 483.30 °C. @ 760.00 mm Hg (est)
Flash Point: 309.00 °F. TCC ( 153.89 °C. )
logP (o/w): 6.677 (est)
Shelf Life: 12.00 month(s) or longer if stored properly.
Storage: store under nitrogen.
Storage: refrigerate in tightly sealed containers. store under nitrogen.
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Organoleptic Properties:
Odor Type: bland
Odor Strength: none
Odor Description:
at 100.00 %. 
bland fatty waxy
  
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Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: emollients
emulsifying agents
perfuming agents
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Suppliers:
ABITEC
Capmul GMO-50 EP/NF
ABITEC
Capmul GMO-50
Carbosynth
rac 1-oleoyl glycerol
For experimental / research use only.
Charkit Chemical
GLYCEROL MONOOLEATE
Chemical-navi - Nikkol
NIKKOL MGO
Odor: characteristic
Use: Lipophilic emulsifier
Croda
Cithrol™ GMO 90
Odor: mild waxy
Use: W/O emulsifier and co- emulsifier for O/W system.
Croda
Cithrol™ GMO HP
Odor: characteristic
Use: Cithrol™ GMO HP, a high purity vegetable-derived pharmaceutical grade of glycerol monooleate, offers the potential for enhanced bioavailability of actives coupled with controlled drug release.
HallStar
HALLSTAR® GMO
Odor: characteristic
Use: HallStar GMO is the biodegradable esterification product of Glycerin and Oleic Acid. An amber liquid to paste at room temperature, it can be used as a water-in-oil emulsifier, pigment dispersant, lubricant, and spreading agent.
Kao Corporation
EXCEL O-95N
Flavor: characteristic
High-purity mono-glyceride. Mild flavor. Excellent satiability.
Kao Corporation
RHEODOL MO-60
Odor: characteristic
Use: Emulsifiers for pharmaceuticals and cosmetics, Additives for lubricants
Kraft Chemical
Glycerol Monoleate
Lipo Chemicals
Lipo® GMO
Odor: characteristic
Use: Lipo® GMO is a multi-functional oil-soluble low HLB emulsifier, solubilizer and disperant for creams and lotions. Lipo® GMO imparts lubricity to emulsions and is an effective bath oil emollient and spreading agent.
Lonza Group
Aldo™ HMO KFG
Lonza Group
Aldo™ MO KFG
Lonza Group
Lonzest™ GMO
Mohini Organics
MONEGYL® - O100
Odor: characteristic
Use: MONEGYL® - O100 has a wide application as an Emulsifier, Fibre delustering agent, Manufacturing PVC bottles, films, foils. Mould release agent, Pigment dispersant, Rust preventor, lubricant etc. MONEGYL® O100 is used as a Water-in-oil emulsifier with a high degree of water absorbency, good resistance to temperature fluctuations for soft creams. Used in bath oil as emollient and spreading agent, in make-up as pigment dispersant and in vanishing and moisturizing cream to impart slip. GMO is also used as a lubricant and antistatic aid in processing PVC films & frequently used as a rust preventive additive for compounded oils. In textile industry, this finds applications in the preparations of neutral emulsions of Lubricating oils or finishing waxes. It is also used as a dispersing agent for pigments and as a fibre-delustering agent & as a lubricant component in synthetic fibre spin finishes.
Mohini Organics
MONEGYL® – GO60
Odor: characteristic
Use: MONEGYL® GO60 is used as an Emulsifiers and diluents for the application in oleoresins and in lubrication application. It gives the aid in preparation of the stable emulsion and improving the dispersibility for the coffee whiteners, liquids. It also acts as the antifoaming agents for the protein foams. MONEGYL® GO60 can be used for the flavor stability in the sport drinks and Vitamin oil solubilizer for the Vitamins, Vitamin Mineral Supplements and Vitamin drops.
Oleo Solutions
Edenor GMO
Odor: characteristic
Use: Pharmaceutical and Veterinary, Flavours and Fragrances, Adhesives and Lubricants, Inks and Coatings, Industrial, Cosmetics and Personal Care, Cleaning and Detergents
Penta International
GLYCERYL MONOOLEATE FCC GRADE, Kosher
Penta International
GLYCERYL MONOOLEATE FOOD GRADE, Kosher
Penta International
GLYCERYL MONOOLEATE NF GRADE, Kosher
Santa Cruz Biotechnology
1-O-Oleyl-rac-glycerol
For experimental / research use only.
Stearinerie Dubois
DUB GREEN OD4
Stepan Company
DREWMULSE® GMO KOSHER
Stepan Company
DREWMULSE® GMO
Zschimmer & Schwarz
Lubricit GMO-C
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Safety Information:
European information :
Most important hazard(s):
None - None found.
  S 02 - Keep out of the reach of children.
S 24/25 - Avoid contact with skin and eyes.
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
  Not determined
Dermal Toxicity:
  Not determined
Inhalation Toxicity:
  Not determined
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Safety in Use Information:
Category: multipurpose additives
Recommendation for glyceryl monooleate usage levels up to:
  20.0000 % in the fragrance concentrate.
Recommendation for glyceryl monooleate flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
Chemicalize.org: Calculate predicted properties
EPA Substance Registry Services (TSCA): 111-03-5
EPA ACToR: Toxicology Data
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 1
 2,3-dihydroxypropyl (Z)-octadec-9-enoate
Chemidplus: 0000111035
 2,3-dihydroxypropyl (Z)-octadec-9-enoate
Chemidplus: 025496724
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References:
 2,3-dihydroxypropyl (Z)-octadec-9-enoate
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 111-03-5
Pubchem (cid): 33022
Pubchem (sid): 135018575
 2,3-dihydroxypropyl (Z)-octadec-9-enoate
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 25496-72-4
Pubchem (cid): 5283468
Pubchem (sid): 134998100
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Other Information:
(IUPAC): Atomic Weights of the Elements 2009
(IUPAC): Atomic Weights of the Elements 2009 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
FDA Everything Added to Food in the United States (EAFUS): View
Export Tariff Code: 2916.15.5000
Household Products: Search
ChemSpider: View
Wikipedia: View
RSC Learn Chemistry: View
Formulations/Preparations:
grades: edible; technical.
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Potential Blenders and core components note
None Found
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Potential Uses:
 emollients 
 emulsifying agents 
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Natural Occurrence in: note
 not found in nature
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Synonyms:
 aldo HMO
 aldo HMO KFG
 aldo MO
 aldo MO FG
 aldo MO KFG
 capmul GMO-50
 capmul GMO-50 EP/NF
 cithrol GMO 90
 cithrol GMO HP
2,3-dihydroxypropyl (Z)-octadec-9-enoate
2,3-dihydroxypropyl oleate
 drewmulse GMO
 drewmulse GMO kosher
 dub green OD4
 edenor GMO
 excel O-95N
 glycerin 1-monooleate
 glycerol 1-monooleate
 glycerol a-cis-9-octadecenate
 glycerol a-monooleate
 glycerol monoleate
 glycerol monooleate
1-glycerol oleate
 glyceryl mono / dioleate
1-glyceryl monooleate
 glyceryl monooleate FCC grade
 glyceryl monooleate food grade
 glyceryl monooleate NF grade
 glyceryl oleate
 hallstar GMO
 kemester 2000
 lipo GMO
 lonzest GMO
 lubricit GMO-C
 monegyl - O100
 monegyl – GO60
 monomuls 90-O 18
 nikkol MGO
1-mono(cis-9-octacenoyl) glycerol
9-octadecenoic acid (Z)-2,3-dihydroxypropyl ester
9-octadecenoic acid monoester with 1,2,3-propane triol
 oleic acid monoester with glycerol
alpha-monoolein
monoolein
mono-olein
 olein, 1-mono-
rac 1-oleoyl glycerol
1-monooleoyl-rac-glycerol
1-oleoylglycerol
1-monooleoylglycerol
1-O-oleyl-rac-glycerol
 rheodol MO-60
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Articles:
PubMed: Food volatile compounds facilitating HII mesophase formation: solubilization and stability.
PubMed: Monoolein production by triglycerides hydrolysis using immobilized Rhizopus oryzae lipase.
PubMed: Effect of nanostructured lipid vehicles on percutaneous absorption of curcumin.
PubMed: Development of formulations and processes to incorporate wax oleogels in ice cream.
PubMed: Characterization of oil-free and oil-loaded liquid-crystalline particles stabilized by negatively charged stabilizer citrem.
PubMed: Effects of mixed micellar lipids on carotenoid uptake by human intestinal Caco-2 cells.
PubMed: A two-stage enzymatic process for synthesis of extremely pure high oleic glycerol monooleate.
PubMed: Food volatile compounds facilitating HII mesophase formation: solubilization and stability.
PubMed: Interactions of biomacromolecules with reverse hexagonal liquid crystals: drug delivery and crystallization applications.
PubMed: Transfer of lipid and phase reorganisation in self-assembled liquid crystal nanostructured particles based on phytantriol.
PubMed: Production of diacylglycerols from glycerol monooleate and ethyl oleate through free and immobilized lipase-catalyzed consecutive reactions.
PubMed: Mixed-emulsifier stabilised emulsions: Investigation of the effect of monoolein and hydrophilic silica particle mixtures on the stability against coalescence.
PubMed: Development of simulated intestinal fluids containing nutrients as transport media in the Caco-2 cell culture model: assessment of cell viability, monolayer integrity and transport of a poorly aqueous soluble drug and a substrate of efflux mechanisms.
PubMed: Structural and shear characteristics of adsorbed sodium caseinate and monoglyceride mixed monolayers at the air-water interface.
PubMed: Cubosomes: an overview.
PubMed: [Analysis of constituents in urushi wax, a natural food additive].
PubMed: Spreading of monoglycerides onto beta-casein adsorbed film. Structural and dilatational characteristics.
PubMed: Transitions induced by solubilized fat into reverse hexagonal mesophases.
PubMed: Purification and characterization of lipase in buckwheat seed.
PubMed: Inhibitory effect of lysophosphatidylcholine on pancreatic lipase-mediated hydrolysis in lipid emulsion.
PubMed: Surface shear rheology of WPI-monoglyceride mixed films spread at the air-water interface.
PubMed: Kinetic characterization of swelling of liquid crystalline phases of glyceryl monooleate.
PubMed: Polar organic solvent added to an aqueous solution changes hydrolytic property of lipase.
PubMed: Structure, miscibility, and rheological characteristics of beta-casein-monoglyceride mixed films at the air-water interface.
PubMed: Formulation of an oral dosage form utilizing the properties of cubic liquid crystalline phases of glyceryl monooleate.
PubMed: Inhibitory effect of monoacylglycerol on fatty acid uptake into rat intestinal epithelial cells.
PubMed: The effect of temperature on food emulsifiers at fluid-fluid interfaces.
PubMed: Serum albumin binds beta- and alpha-monoolein in vitro.
PubMed: Kinetics of 2-monoacylglycerol acyl migration in model chylomicra.
PubMed: Phase behavior of a monoacylglycerol: (myverol 18-99K)/water system.
PubMed: Ileal lipid infusion stimulates jejunal synthesis of apolipoprotein A-IV without affecting mRNA levels.
PubMed: Cubic phases for studies of drug partition into lipid bilayers.
PubMed: Involvement of lipids in ferriprotoporphyrin IX polymerization in malaria.
PubMed: Drug compatibility with the sponge phases formed in monoolein, water, and propylene glycol or poly(ethylene glycol).
PubMed: Chemical specificities and intestinal distributions of nutrient-driven satiety.
PubMed: Bicontinuous cubic phase: a model for investigating the effects on a lipid bilayer due to a foreign substance.
PubMed: The effects of bile salts and lipids on the physicochemical behavior of gemfibrozil.
PubMed: Enzyme catalysis in multiphase systems: direct determination of water distribution.
PubMed: Pancreatic carcinogenesis in azaserine-treated rats: inhibition by a solvent mixture in the diet.
PubMed: Determinants of gastric inhibitory polypeptide and insulin secretion.
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Picture of molecule
Soluble in:
 alcohol
 water, 0.01931 mg/L @ 25 °C (est)
Insoluble in:
 water
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