Triolein
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Triolein
structure -
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CAS No:
122-32-7
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Formula:
C57H104O6
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Chemical Name:
Triolein
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Synonyms:
9-Octadecenoic acid (9Z)-,1,1′,1′′-(1,2,3-propanetriyl) ester;Olein,tri-;9-Octadecenoic acid (Z)-,1,2,3-propanetriyl ester;9-Octadecenoic acid (9Z)-,1,2,3-propanetriyl ester;Emery oleic acid ester 2230;Glycerol trioleate;Glyceryl trioleate;Raoline;Triolein;Oleic acid triglyceride;Trioleoylglycerol;Aldo TO;Emery 2423;Oleyl triglyceride;Glycerin trioleate;Glycerol triolein;Glyceryl-1,2,3-trioleate;Trioleoylglyceride;Oleic triglyceride;Estol 1433;sn-Glyceryl trioleate;Emerest 2423;Triglyceride OOO;Kemester 1000;Actor LO 1;Kaolube 190;Edenor NHTi-G;Radia 7363;OOO triacylglycerol;Palmester 4010;24016-60-2;41755-78-6;124330-00-3;1352879-45-8
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CAS No:
Description
Triolein is a symmetrical triacylglycerol, reduces MMP-1 upregulation, with strong antioxidant and anti-inflammatory properties[1].
Liquid
(Z)-9-Octadecenoic acid 1,2,3-propanetriyl ester.
Triolein Basic Attributes
885.43200
885.43
204-534-7|609-955-3
DTXSID3026988
Colorless to yellowish, oily liquid|POLYMORPHIC
2916190090
Characteristics
78.90000
18.09710
colourless viscous liquid
0.915 g/cm3 @ Temp: 15 °C
-32 °C
235-240 °C @ Press: 15 Torr
302.6ºC
n20/D 1.470
chloroform: 0.1 g/mL, clear, colorless
2-8ºC
6.66E-27mmHg at 25°C
Odorless
Tasteless
Henry's Law constant = 9.6X10-4 atm-cu m/mole at 25 °C (est)
Vapor Pressure = 5X10-5 mm Hg at 25 °C (est)|Hydroxyl radical reaction rate constant = 2.5X10-10 cu cm/molec-sec at 25 °C (est)
Enthalpy of Combustion of liquid at standard conditions = -35099.6 kJ/mol
Critical temperature: 1640 K (est); critical pressure: 470000 Pa (est)
Safety Information
UN 1282
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R11
S24/25
RG1936500
F; Xn
Stability Stable, but air and light sensitive. Incompatible with strong oxidizing agents.
P210-P280
H413
SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.
Triolein (major skin lipid) was irradiated with 300-nm ultraviolet (UV) light, and the conditions for exposure approximated those at the skin surface exposed to sunlight. Using gas chromatography, the irradiated samples were analyzed for the presence of acrolein, formaldehyde, and acetaldehyde. The maximum amount of acrolein (1.05 nmol/mg Triolein) was formed after 6 hours of irradiation. Maximum amounts of formaldehyde (6 nmol/mg Triolein) and acetaldehyde (2.71 nmol/mg Triolein) were formed after 12 hours of irradiation.
Toxicity
IM administration of tetracycline hydrochloride 250 mg/kg /to rats/ significantly decreased the intestinal absorption of intragastrically administration triolein.|The oral administration of 2 g neomycin/kg, twice daily, reduced in rats the in vivo intestinal absorption of (14)C-labeled triolein.|The purpose of this study is to evaluate the effect of dexamethasone on the damaged blood-ocular barrier caused by triolein emulsion, using contrast-enhanced MR imaging. An emulsion of 0.1-mL triolein in 20 mL of saline was infused into the carotid arteries of 32 cats, 12 cats were placed in the treatment group and 18 cats were placed in the Control group. Thirty minutes after the infusion of triolein emulsion, a set of orbital pre- and post-contrast T1-weighted MR images (T1WIs) were obtained. Infusion of 10 mg/kg dexamethasone into the ipsilateral carotid artery of each of the cats in the treatment group cats and 20 mL saline in each of the cats in the control group was given. A second set of pre- and post-contrast orbital T1WIs were obtained three hours following triolein emulsion infusion. Qualitative analysis was performed for the the anterior chamber (AC), the posterior chamber (PC), and in the vitreous humor of the ipsilateral and contralateral eyes. The signal intensity ratios of the ipsilateral eye over the contralateral eye were quantitatively evaluated in the three ocular chambers on the first and second set of T1WIs, and were then statistically compared. Qualitatively, the AC, the PC or the vitreous did not show immediate contrast enhancement on the first and the second set of post-contrast T1WIs. However, the AC and the PC showed delayed contrast enhancement for both groups of cats on the second pre-contrast T1WIs. No enhancement or minimally delayed enhancement was seen for the vitreous humor. Quantitatively, the signal intensity ratios in the PC of the treatment group of cats were statistically lower than the ratios of the control group of cats for the second set of T1WIs (p = 0.037). The AC and vitreous showed no statistically significant difference between the feline treatment group and control group (p > 0.05). Contrast-enhanced MR images revealed increased vascular permeability in the PC of the eye after infusion of triolein emulsion. Dexamethasone seems to decrease the breakdown of the blood-aqueous barrier in the PC.|Fat embolization (FE) is an often overlooked and poorly understood complication of skeletal trauma and some orthopedic procedures. Fat embolism can lead to major pulmonary damage associated with fat embolism syndrome (FES). A model of FE in unanesthetized rats, using intravenous injection of the neutral fat triolein, was used to study the potential therapeutic effect on lung histopathology of altering the production of, or response to, endogenous angiotensin (Ang) II. Either captopril, an Ang I converting enzyme inhibitor, or losartan, an Ang II type 1 receptor blocker, was injected 1 hour after FE by triolein injection. After euthanasia at 48 hours, histopathologic evaluation was used to compare the drug-treated animals with control animals that received only triolein. Histology of the lungs of rats treated only with triolein revealed severe, diffuse pathology. Alveolar septa showed severe, diffuse inflammation. Bronchial lumina showed severe mucosal epithelial loss. The media of the pulmonary small arteries and arterioles was thicker, and the lumen patency was reduced 60% to 70%. Trichrome staining confirmed the abundant presence of collagen in the media and adventitia, as well as collagen infiltrating the bronchial musculature. Both captopril and losartan treatments reduced the inflammatory, vasoconstrictor, and profibrotic effects present at 48 hr (p<0.001). With treatment, the vascular lumen remained patent, and the fat droplets were reduced in size and number. There was a reduction in the number of infiltrating leukocytes, macrophages, myofibroblasts, and eosinophils, along with a significant decrease in hemorrhage and collagen deposition (p<0.001). Pathologic changes in bronchial epithelium were also diminished. The results suggest that the use of drugs that act on the renin-Ang system might provide an effective and targeted therapy for fat embolism syndrome.|For more Interactions (Complete) data for TRIOLEIN (6 total), please visit the HSDB record page.
Triolein is one of the chief constituents of nondrying oils and fats such as olive oil and cacao butter(1). Triolein constitutes about 70-80% of olive oil(2).
Triolein's production and use as a textile lubricant(1) and plasticizer(2) may result in its release to the environment through various waste streams(SRC).
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1X10+10(SRC), determined from a structure estimation method(2), indicates that triolein is expected to be immobile in soil(SRC). Volatilization of triolein from moist soil surfaces may be an important fate process(SRC) given an estimated Henry's Law constant of 9.6X10-4 atm-cu m/mole(SRC), using a fragment constant estimation method(2). However, volatilization from soil is expected to be attenuated by adsorption. Triolein is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure range of 5X10-5 mm Hg(3) to 1.1X10-9 mm Hg(SRC), determined from a fragment constant method(2). 14C-Labeled triolein biodegraded to CO2 at a rate of 63.5% to 84% over 140 days in a sewage sludge amended soil(4), suggesting that biodegradation may occur in the soil environment(SRC).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1X10+10(SRC), determined from a structure estimation method(2), indicates that triolein is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 9.6X10-4 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 11 hours and 13 days, respectively(SRC). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column. The estimated volatilization half-life from a model pond is 5.1X10+5 years(SRC) if adsorption is considered(4). A base-catalyzed second-order hydrolysis rate constant of 0.15 L/mole-sec(SRC) was estimated using a structure estimation method(5); this corresponds to half-lives of 1.5 years and 55 days at pH values of 7 and 8, respectively(5). According to a classification scheme(6),an estimated BCF of 3.2(SRC), from an estimated log Kow of 23(2) and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is low(SRC). In respirometry tests using an inoculum developed from activated sludge from a local municipal wastewater treatment plant, triolein had a biodegradation rate constant of 0.0025 per hour(7) which corresponds to a half-life of 11.6 days(SRC).|ATMOSPHERIC FATE: Triolein, which is liquid at room temperatures, has vapor pressure estimates that vary by several orders of magnitude at 25 °C(SRC); a vapor pressure of 1.1X10-9 mm Hg can be estimated(SRC) from a fragment constant method(1) while a vapor pressure of 5X10-5 mm Hg at 25 °C(2) can be determined from limited measured data and estimates at much higher temperatures and extrapolation(SRC). According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(3), triolein may exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase triolein is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 1.7 hours(SRC), calculated from its rate constant of 2.32X10-10 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(1). Vapor-phase triolein is also degraded in the atmosphere by reaction with ozone(SRC); the half-life for this reaction in air is estimated to be 0.7 hours(SRC), calculated from its rate constant of 3.9X10-16 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(1). Particulate-phase triolein may be removed from the air by wet or dry deposition(SRC).
The rate constant for the vapor-phase reaction of triolein with photochemically-produced hydroxyl radicals has been estimated as 2.32X10-10 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 1.7 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). The rate constant for the vapor-phase reaction of triolein with ozone has been estimated as 3.9X10-16 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(1). This corresponds to an atmospheric half-life of about 0.7 hours at an atmospheric concentration of 7X10+11 ozone molecules per cu cm(2). A base-catalyzed second-order hydrolysis rate constant of 0.15 L/mole-sec(SRC) was estimated using a structure estimation method(1); this corresponds to half-lives of 1.5 years and 55 days at pH values of 7 and 8, respectively(2).
An estimated BCF of 3 was calculated in fish for triolein(SRC), using an estimated log Kow of 23.3(1) and a regression-derived equation(1). According to a classification scheme(2), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).
Using a structure estimation method based on molecular connectivity indices(1), the Koc for triolein can be estimated to be 1X10+10(SRC). According to a classification scheme(2), this estimated Koc value suggests that triolein is expected to be immobile in soil.
The estimated Henry's Law constant for triolein is 9.6X10-4 atm-cu m/mole(SRC) determined using a fragment constant estimation method(1). This Henry's Law constant indicates that triolein is expected to volatilize from water surfaces(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as 11 hours(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 13 days(SRC). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column. The estimated volatilization half-life from a model pond is 5.1X10+5 years if adsorption is considered(3). Triolein is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure range of 5X10-5 mm Hg(4) to 1.1X10-9 mm Hg(SRC), determined from a fragment constant method(1).
GROUNDWATER: Triolein was detected (concentration not reported) in groundwater samples collected in 2002 at six German sites known to be contaminated. The sites were located in and around a former military base in the Rhineland, West Germany and run by the British Air Force beginning in the 1950s(1).
Triolein is found in Palestine olive oil and cacao butter(1).
According to the 2006 TSCA Inventory Update Reporting data, the number of persons reasonably likely to be exposed in the industrial manufacturing, processing, and use of triolein is 1000 or greater; the data may be greatly underestimated(1).|NIOSH (NOES Survey 1981-1983) has statistically estimated that 9,419 workers (4,494 of these were female) were potentially exposed to triolein in the US(1). Occupational exposure to triolein may occur through dermal contact with this compound at workplaces where triolein is produced or used. Monitoring data indicate that the general population may be exposed to triolein via ingestion of some food products containing triolein as well as via dermal contact with consumer products containing triolein(SRC).
Drug Information
/The aim of this study was/ To identify asymptomatic boys with X-linked adrenoleukodystrophy who have a normal magnetic resonance image (MRI), and to assess the effect of 4:1 glyceryl trioleate-glyceryl trierucate (Lorenzo's oil) on disease progression. Eighty-nine boys (mean +/- SD baseline age, 4.7 +/- 4.1 years; range, 0.2-15 years) were identified by a plasma very long-chain fatty acids assay used to screen at-risk boys. All were treated with Lorenzo's oil and moderate fat restriction. Plasma fatty acids and clinical status were followed for 6.9 +/- 2.7 years. Changes in plasma hexacosanoic acid levels were assessed by measuring the length-adjusted area under the curve, and a proportional hazards model was used to evaluate association with the development of abnormal MRI results and neurological abnormalities. Of the 89 boys, 24% developed MRI abnormalities and 11% developed both neurological and MRI abnormalities. Abnormalities occurred only in the 64 patients who were aged 7 years or younger at the time therapy was started. There was significant association between the development of MRI abnormalities and a plasma hexacosanoic acid increase. (For a 0.1-ug/mL increase in the length-adjusted area under the curve for the hexacosanoic acid level, the hazard ratio for incident MRI abnormalities in the whole group was 1.36; P = .01; 95% confidence interval, 1.07-1.72.) Results for patients aged 7 years or younger were similar (P = .04). In this single-arm study, hexacosanoic acid reduction by Lorenzo's oil was associated with reduced risk of developing MRI abnormalities. We recommend Lorenzo's oil therapy in asymptomatic boys with X-linked adrenoleukodystophy who have normal brain MRI results.|X-linked adrenoleukodystrophy (X-ALD) is an inherited disorder of peroxisomal metabolism, biochemically characterized by deficient beta-oxidation of saturated very long chain fatty acids (VLCFA). The consequent accumulation of these fatty acids in different tissues and in biological fluids is associated with a progressive central and peripheral demyelination, as well as with adrenocortical insufficiency and hypogonadism. Seven variants of this disease have been described, cerebral childhood being the most frequent. The recommended therapy consists of the use of the glyceroltrioleate/glyceroltrierucate mixture known as Lorenzo's Oil (LO), combined with a VLCFA-poor diet, but only in asymptomatic patients will this treatment prevent the progression of the symptomatology. In the present study we evaluated the biochemical course of patients with cerebral childhood (CCER) and asymptomatic clinical forms of X-ALD treated with LO associated with a VLCFA-restricted diet. We observed that hexacosanoic acid plasma concentrations and hexacosanoic/docosanoic ratio were significantly reduced in CCER patients during treatment when compared with diagnosis. Hexacosanoic acid plasma level was significantly reduced when compared with that at diagnosis and achieved the normal levels only in asymptomatic patients under LO treatment. In asymptomatic patients the magnitude of hexacosanoic acid decrease was higher than that of the CCER patients. These results show the good biochemical response of LO treatment in asymptomatic X-ALD patients. It is possible to suppose that this could be correlated with the prevention of the appearance of neurological signals in this group of patients treated with LO.|/The study/ investigated the possible therapeutic effect of decreasing plasma levels of very-long-chain fatty acids (C26:0) with a synthetic oil containing trioleate and trielucate (Lorenzo's oil) as well as increasing docosahexaenoic acid (DHA) in red blood cells (RBC) with DHA ethyl ester in four patients with Zellweger syndrome. /The study/ investigated serial changes of plasma C26:0 levels and DHA levels in RBC membranes by gas-liquid chromatography/mass spectrometry (GC/MS). After death, the fatty acid composition of each patient's cerebrum and liver was studied. Dietary administration of Lorenzo's oil diminished plasma C26:0 levels. Earlier administration of Lorenzo's oil was more effective and the response did not depend on the duration of administration. DHA was incorporated into RBC membrane lipids when administrated orally, and its level increased for several months. The final DHA level was correlated with the duration of administration and was not related to the timing of initiation of treatment. DHA levels in the brains and livers of treated patients were higher than in untreated patients. Early initiation of Lorenzo's oil and the long-term administration of DHA may be useful for patients with Zellweger syndrome.
In the small intestine, most triglycerides are split into monoglycerides, free fatty acids, and glycerol, which are absorbed by the intestinal mucosa. Within the epithelial cells, resynthesized triglycerides collect into globules along with cholesterol and phospholipids and are encased in a protein coat as chylomicrons. Chylomicrons are transported in the lymph to the thoracic duct and eventually to the venous system. The chylomicrons are removed from the blood as they pass through the capillaries of adipose tissue. Fat is stored in adipose cells until it is transported to other tissues as free fatty acids which are used for cellular energy or incorporated into cell membranes.|When (14)C-labeled long-chain triglycerides are administered intravenously, 25% to 30% of the radiolabel is found in the liver within 30 to 60 minutes, with less than 5% remaining after 24 hours. Lesser amounts of radiolabel are found in the spleen and lungs. After 24 hours, nearly 50% of the radiolabel has been expired in carbon dioxide, with 1% of the carbon label remaining in the brown fat. The concentration of radioactivity in the epididymal fat is less than half that of the brown fat.|Rats were fed an emulsion diet (via stomach tube) consisting of 95 parts triolein (Glycerol Trioleate) and 5 parts glycerol 1- (14)C-trioleate. The percentage of administered glycerol 1- (14)C-trioleate that was identified in the lymph in 24 hours was 88%. In an earlier study four male rats (weights 250 g) were dosed orally with [1-(14)C]triolein. The percentage of radioactivity that was absorbed in 24 hours ranged from 57% to 92% (mean =78.2%). The percentage of absorbed activity that was recovered in the lymph fat from the thoracic duct ranged from 51% to 83% (mean =65.5%).|After a single dose of [1- (14)C]triolein was administered intravenously into fasted rats, a high rate of uptake was noted within the first hour in the following organs: liver, myocardium, gastric mucosa, and diaphragm. However, after 24 hours, radioactivity in these tissues had decreased markedly. A similar pattern of distribution was noted in mice; however, large amounts of radioactivity were also noted in the brown fat, white adipose tissue, and spleen, even after 24 hours.|For more Absorption, Distribution and Excretion (Complete) data for TRIOLEIN (7 total), please visit the HSDB record page.
Hydrolysis of /Triolein/ by hepatic triacylglycerol lipase in plasma from ICR mice has been demonstrated in vitro.|The metabolism of triolein in vitro was evaluated using isolated perfusion of a rat liver in tandem with an isolated rat hind-end. This permitted the study of lipid transfer between the two. In the absence of added triolein, a net removal of free fatty acids was demonstrated in both tissue beds when fatty acid gradients across tissue beds were measured. Following the addition of 100 mg of triolein (as [(3)H]-glycerol-[(14)C]triolein) to either reservoir in the system, an appreciable net production of free fatty acid was noted for the hind-end gradient at 30 minutes. This hind-end free fatty acid efflux amounted to more than one third of the catabolism of triolein.|In experimental studies, embolization of the cerebral hemisphere with triolein emulsion has revealed reversible magnetic resonance imaging (MRI) findings in the subacute stage. /The aim of this study was/ to investigate the changes in the major metabolites, by proton magnetic resonance spectroscopy (MRS), in a cerebral fat embolism induced by a triolein emulsion.The internal carotid arteries of 19 cats were injected with a triolein emulsion, and multivoxel MRS was performed 30 min, 1 day, and 7 days later. In the control group, six cats were injected with normal saline. The MR spectra were evaluated for N-acetyl aspartate (NAA), creatine (Cr), and choline (Cho), along with the presence of lipid and lactate. Semiquantitative analyses of NAA/Cr, Cho/Cr, NAA/Cho, and lipid/Cr ratios compared the median values of the ipsilateral metabolite ratios with those of the contralateral side and in the control group for each point in time.The NAA/Cr, Cho/Cr, and NAA/Cho ratios in the ipsilateral cerebral hemisphere of the embolized group after 30 min, 1 day, and 7days were not significantly different from the contralateral hemisphere of the embolized and control groups (P>0.05). The lipid/Cr ratio in the ipsilateral cerebral hemisphere of the embolized group was significantly higher when compared with the control group (P=0.012 at 30 min, P=0.001 on day 1, and P=0.018 on day 7). Cerebral fat embolism induced by a triolein emulsion resulted in no significant change in the major metabolites of the brain in the acute stage, except for an elevated lipid/Cr ratio, which suggests the absence of any significant hypoxic-ischemic changes in the lesions embolized using a fat emulsion.|Effects of protopanaxdiol (PDG) and protopanaxatriol (PTG) types of ginsenosides isolated from the leaves of American ginseng on porcine pancreatic lipase activity were determined in vitro. PDG inhibited the pancreatic lipase activity in a dose-dependent manner at the concentrations of 0.25-1 mg/mL. It inhibited hydrolysis of about 83.2% of triolein at about 1 mg/mL of PDG. However, PTG showed no inhibitory activity. Therefore, anti-obesity activity of PDG was evaluated in mice fed a high-fat diet. The results demonstrated that PDG was effective in preventing and healing obesity, fatty liver and hypertriglyceridemia in mice fed with a high-fat diet.
/Half-life/ 4.5 minutes.
Impurities: stearin, linolein.
/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on the left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Poisons A and B/|/SRP:/ Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mL/kg up to 200 mL of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poisons A and B/|/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Positive-pressure ventilation techniques with a bag valve mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Consider administering a beta agonist such as albuterol for severe bronchospasm ... . Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start IV administration of D5W /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam or lorazepam ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poisons A and B/
/CASE REPORTS/ Functional deficiency of lipoprotein lipase (LPL) was found in a patient with severe hypertriglyceridemia. The patient was 39-year-old man with a plasma triglyceride level of 2032 mg/dL, and suffered from recurrent pancreatitis. His post heparin plasma LPL mass was almost normal, but the LPL activity was remarkably decreased. Gene analysis showed that homozygote missense mutation (204 Asp (GAC)-Glu (GAG)) exists in exon 5 of LPL gene. The patient LPL purified from post heparin plasma scarcely hydrolyzed VLDL-triglyceride and also triolein emulsified with Triton X-100 or phosphatidylcholine. When phosphatidylethenolamine, phosphatidylserine and cardiolipin were used as an emulsifier for triolein, triolein-hydrolyzing activity of the patient's LPL was observed and was much higher than that of wild-type LPL. Mutant LPL gene (Asp204-Glu) was made by site-direct mutagenesis and was transfected to COS-1 cell. The expressed LPL (Asp204-Glu) also showed the same properties. These results suggested that the LPL (Asp204-Glu) is a functional deficiency, and the activity could be recovered by using acidic phospholipids as an emulsifier.
Glycerol Trioleate
Triolein Use and Manufacturing
Preparation by esterification of oleic acid.|It is the predominating constituent in expressed almond oil, in lard oil, & in many of the more fluid animal oils & those of vegetable origin. It is separated & purified by cold expression, the other constituents being retained by their lack of fluidity at low temp.|The triglyceride of oleic acid, occurring in most fats and oils. It constitutes 70-80% of olive oil|Reaction of refined oil, eg, olive oil, with glycerol followed by fractional distillation; reaction of oleic acid with glycerol; separation & purification from fats & oils as liquid phase by cold expression.
Triolein is a symmetrical triglyceride derived from glycerol and three units of the unsaturated fatty acid oleic acid. Most triglycerides are unsymmetrical, being derived from mixtures of fatty acids. Triolein represents 4-30% of olive oil.Triolein is also known as glyceryl trioleate and is one of the two components of Lorenzo's oil.
Intermediates
Lubricants and greases
100,000 - 500,000 lb|(1979) PROBABLY GREATER THAN 4.54X10+6 GRAMS|(1981) PROBABLY GREATER THAN 6.81X10+6 GRAMS|9-Octadecenoic acid (9Z)-, 1,2,3-propanetriyl ester is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).|Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#5455]|Production volume for non-confidential chemicals reported under the 2006 Inventory Update Rule. Chemical: 9-Octadecenoic acid (9Z)-, 1,1',1''-(1,2,3-propanetriyl) ester. Aggregated National Production Volume: 500,000 to < 1 million pounds.
4:1 glyceryl trioleate - glyceryl trierucate (Lorenzo's oil)
Textiles, apparel, and leather manufacturing|9-Octadecenoic acid (9Z)-, 1,1',1''-(1,2,3-propanetriyl) ester: ACTIVE|Stable water-in-oil emulsions (with a high water content) for cosmetics are prepared by dissolving the neutral oil & 5-50% lecithin emulsifier at less than or equal to 70 °C, cooling to 0-12 °C, & adding water to a concentration of 50-83%. The neutral oil can be a glycerol, such as glyceryl trioleate, or propylene glycol ester of a carbon 8-12 fatty acid or isopropyl myristate.|One of the chief constituents of nondrying oils and fats.
METHYL ESTERS OF FATTY ACIDS FROM ANIMAL & VEGETABLE FATS HAVING 8-24 CARBON ATOMS ARE SEPARATED & DETERMINED BY GAS CHROMATOGRAPHY. /METHYL ESTERS OF FATTY ACIDS/
Cosmetics -> Emollient; Refatting; Skin conditioning; Solvent; Viscosity controlling
Computed Properties
Molecular Weight:885.4
XLogP3:22.4
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:53
Exact Mass:884.78329103
Monoisotopic Mass:884.78329103
Topological Polar Surface Area:78.9
Heavy Atom Count:63
Complexity:1010
Undefined Bond Stereocenter Count:3
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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112-27-6
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2-Propenoic acid, 2-methyl-, 3-(trimethoxysilyl)propyl ester, reaction products with silica
100402-78-6
-
Calcium chloride
10043-52-4
-
Benzyl alcohol Formula
100-51-6
-
(Z)-N-octadecyldocos-13-enamide Formula
10094-45-8
-
Silica hydrate (1:?) Formula
10279-57-9
-
Silicic acid Structure
1343-98-2
-
Silicon dioxide Structure
7631-86-9
-
What is Silica gel, pptd., cryst.-free
112926-00-8
-
What is Silica gel
63231-67-4