glyceryl linoleate
9,12-octadecadienoic acid, (Z,Z)-, monoester with 1,2,3-propanetriol
 
Notes:
inactivates or inhibits african swine fever virus.
  • BOC Sciences
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      Product(s):
      26545-74-4 (9Z,12Z)-octadeca-9,12-dienoic acid, monoester with glycerol 95%
       
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CAS Number: 26545-74-4Picture of molecule3D/inchi
Other(deleted CASRN): 100786-09-2
ECHA EINECS - REACH Pre-Reg: 247-788-4
FDA UNII: 4763AXI84L
Nikkaji Web: J116.896G
XlogP3: 5.80 (est)
Molecular Weight: 354.53066000
Formula: C21 H38 O4
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: emollients, emulsifiers
 
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
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 485.05 °C. @ 760.00 mm Hg (est)
Flash Point: 315.00 °F. TCC ( 157.00 °C. ) (est)
logP (o/w): 6.273 (est)
Soluble in:
 water, 0.03031 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: skin conditioning - emollient
surfactant - emulsifying
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Suppliers:
BOC Sciences
For experimental / research use only.
(9Z,12Z)-octadeca-9,12-dienoic acid, monoester with glycerol 95%
H. Erhard Wagner
LipoActive Vitaminol
Sigma-Aldrich
For experimental / research use only.
Glycerol monolinoleate European Pharmacopoeia (EP) Reference Standard
Stearinerie Dubois
Glyceryl Linoleate
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Safety Information:
 
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: emollients, emulsifiers
Recommendation for glyceryl linoleate usage levels up to:
 not for fragrance use.
 
Recommendation for glyceryl linoleate flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
Cancer Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 5283469
National Institute of Allergy and Infectious Diseases: Data
 2,3-dihydroxypropyl (9Z,12Z)-octadeca-9,12-dienoate
Chemidplus: 0026545744
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References:
 2,3-dihydroxypropyl (9Z,12Z)-octadeca-9,12-dienoate
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 5283469
Pubchem (sid): 135073732
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
CHEMBL: View
HMDB (The Human Metabolome Database): Search
ChemSpider: View
Wikipedia: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
 emollients 
 emulsifying agents 
Synonyms   Articles   Notes   Search   Top
Occurrence (nature, food, other): note
 not found in nature
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Synonyms:
2,3-dihydroxypropyl (9Z,12Z)-octadeca-9,12-dienoate
2,3-dihydroxypropyl linoleate
 emalsy MU
 glycerol, 1-linoleoyl-
 glyceryl monolinoleate
 linoleic acid monoglyceride
1-monolinolein
monolinolein
 linolein, 1-mono-
 linolein, mono-
1-linoleoyl-rac-glycerol
1-monolinoleoyl-rac-glycerol
1-linoleoylglycerol
(9Z,12Z)-octadeca-9,12-dienoic acid, monoester with glycerol
9,12-octadecadienoic acid (9Z,12Z)-, monoester with 1,2,3-propanetriol
9,12-octadecadienoic acid (Z,Z)-, 2,3-dihydroxypropyl ester
9,12-octadecadienoic acid, (Z,Z)-, monoester with 1,2,3-propanetriol
9,12-octadecadienoic acid, 2,3-dihydroxypropyl ester, (9Z,12Z)-
1-([cis,cis]-9,12-octadecadienoyl)-rac-glycerol
1-(9Z,12Z-octadecadienoyl)-rac-glycerol
 sunsoft 8090
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Articles:
PubMed: The effects of pressure and temperature on the energetics and pivotal surface in a monoacylglycerol/water gyroid inverse bicontinuous cubic phase.
PubMed: Influence of electrostatic interactions on the release of charged molecules from lipid cubic phases.
PubMed: Direct synthesis of ESBO derivatives-¹⁸O labelled with dioxirane.
PubMed: Formulation and in vitro/in vivo evaluation of levodopa transdermal delivery systems.
PubMed: Controlling anisotropic drug diffusion in lipid-Fe3O4 nanoparticle hybrid mesophases by magnetic alignment.
PubMed: Diffusion, molecular separation, and drug delivery from lipid mesophases with tunable water channels.
PubMed: Hydrostatic pressure effects on the lamellar to gyroid cubic phase transition of monolinolein at limited hydration.
PubMed: Nanostructural studies on monoelaidin-water systems at low temperatures.
PubMed: Tuning in-meso-crystallized lysozyme polymorphism by lyotropic liquid crystal symmetry.
PubMed: pH-responsive lyotropic liquid crystals for controlled drug delivery.
PubMed: Influence of the stabilizer concentration on the internal liquid crystalline order and the size of oil-loaded monolinolein-based dispersions.
PubMed: 5 alpha-reductase and aromatase inhibitory constituents from Brassica rapa L. pollen.
PubMed: Utilization of monolinolein as a substrate for conjugated linoleic acid production by Bifidobacterium breve LMC 520 of human neonatal origin.
PubMed: Synthesis of conjugated linoleic acid by human-derived Bifidobacterium breve LMC 017: utilization as a functional starter culture for milk fermentation.
PubMed: Structural and rheological investigation of Fd3m inverse micellar cubic phases.
PubMed: Control of the internal structure of MLO-based isasomes by the addition of diglycerol monooleate and soybean phosphatidylcholine.
PubMed: Dual positional and stereospecificity of lipoxygenase isoenzymes from germinating barley (green malt): biotransformation of free and esterified linoleic acid.
PubMed: Oil-loaded monolinolein-based particles with confined inverse discontinuous cubic structure (Fd3m).
PubMed: Reversible phase transitions in emulsified nanostructured lipid systems.
PubMed: Lp-PLA2 inhibitory activities of fatty acid glycerols isolated from Saururus chinensis roots.
PubMed: Emulsified microemulsions and oil-containing liquid crystalline phases.
PubMed: Final report of the amended safety assessment of Glyceryl Laurate, Glyceryl Laurate SE, Glyceryl Laurate/Oleate, Glyceryl Adipate, Glyceryl Alginate, Glyceryl Arachidate, Glyceryl Arachidonate, Glyceryl Behenate, Glyceryl Caprate, Glyceryl Caprylate, Glyceryl Caprylate/Caprate, Glyceryl Citrate/Lactate/Linoleate/Oleate, Glyceryl Cocoate, Glyceryl Collagenate, Glyceryl Erucate, Glyceryl Hydrogenated Rosinate, Glyceryl Hydrogenated Soyate, Glyceryl Hydroxystearate, Glyceryl Isopalmitate, Glyceryl Isostearate, Glyceryl Isostearate/Myristate, Glyceryl Isostearates, Glyceryl Lanolate, Glyceryl Linoleate, Glyceryl Linolenate, Glyceryl Montanate, Glyceryl Myristate, Glyceryl Isotridecanoate/Stearate/Adipate, Glyceryl Oleate SE, Glyceryl Oleate/Elaidate, Glyceryl Palmitate, Glyceryl Palmitate/Stearate, Glyceryl Palmitoleate, Glyceryl Pentadecanoate, Glyceryl Polyacrylate, Glyceryl Rosinate, Glyceryl Sesquioleate, Glyceryl/Sorbitol Oleate/Hydroxystearate, Glyceryl Stearate/Acetate, Glyceryl Stearate/Maleate, Glyceryl Tallowate, Glyceryl Thiopropionate, and Glyceryl Undecylenate.
PubMed: Herbal extract prevents bone loss in ovariectomized rats.
PubMed: Comparison of gramicidin A and gramicidin M channel conductance dispersities.
PubMed: Enzyme-catalyzed and enzyme-triggered pathways in dioxygenation of 1-monolinoleoyl-rac-glycerol by potato tuber lipoxygenase.
PubMed: Bioadhesive drug delivery systems. I. Characterisation of mucoadhesive properties of systems based on glyceryl mono-oleate and glyceryl monolinoleate.
PubMed: Characterization of soybean lipoxygenase immobilized in cross-linked phyllosilicates.
PubMed: Swelling of and drug release from monoglyceride-based drug delivery systems.
PubMed: Plasma clearance of model lipoproteins containing saturated and polyunsaturated monoacylglycerols injected intravenously in the rat.
PubMed: [Improvement of gastrointestinal absorption of 2-[3-(3,5-di-tert-butyl-4-hydroxyphenyl)-1H-pyrazolo[3,4-b]pyridin- 1-yl]ethyl acetate, a new non-steroidal anti-inflammatory agent].
PubMed: Bile salt-fatty acid mixed micelles as nasal absorption promoters of peptides. I. Effects of ionic strength, adjuvant composition, and lipid structure on the nasal absorption of [D-Arg2]kyotorphin.
PubMed: Purification and characterization of a novel monomeric glutathione peroxidase from rat liver.
PubMed: Substrate specificities of lipases from corn and other seeds.
PubMed: Inactivation and inhibition of African swine fever virus by monoolein, monolinolein, and gamma-linolenyl alcohol. Brief report.
PubMed: [Contribution of linoleic acid to the bitter taste of poppy seeds (Papaver somniferum)].
PubMed: Involvement of glyoxysomal lipase in the hydrolysis of storage triacylglycerols in the cotyledons of soybean seedlings.
PubMed: [Digestive utilization of cis and trans docosenoic acids in the rat: effects of dietary levels of calcium and linoleic acid].
PubMed: Effects of structural variation in beta-monoglycerides and other lipids on ordering in synthetic membranes.
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