Stearyl palmitate
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Stearyl palmitate
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CAS No:
2598-99-4
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Formula:
C34H68O2
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Chemical Name:
Stearyl palmitate
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Synonyms:
Hexadecanoic acid,octadecyl ester;Palmitic acid,octadecyl ester;Stearyl palmitate;Octadecyl hexadecanoate;Octadecyl palmitate;Purester 34
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CAS No:
Description
ChEBI: A palmitate ester resulting from the formal condensation of the carboxy group of palmitic acid with the hydroxy group of stearyl alcohol.
Stearyl palmitate appears as white crystals or flakes. (NTP, 1992)|OtherSolid|DryPowder; OtherSolid
Stearyl palmitate appears as white crystals or flakes. (NTP, 1992)|Stearyl palmitate is a palmitate ester resulting from the formal condensation of the carboxy group of palmitic acid with the hydroxy group of stearyl alcohol. It has a role as a cosmetic and a coral metabolite. It is a hexadecanoate ester and a wax ester. It derives from an octadecan-1-ol.
Stearyl palmitate Basic Attributes
508.902
508.90
232-348-6
214W90O2XZ
DTXSID0026048|DTXSID2027678|DTXSID5052888
Translucent, pale yellow, soft tenacious solid
2915709000
Characteristics
26.30000
16.65
Stearyl palmitate appears as white crystals or flakes. (NTP, 1992)
0.9±0.1 g/cm3
59 °C
528.4±18.0 °C at 760 mmHg
283.6±11.1 °C
1.456
Practically insoluble in water
Store in tight container as defined in the USP-NF. This material should be handled and stored per label instructions to ensure product integrity. Store at a controlled room temperature.
Slight odor or practically odorless
Iodine no. 27. Hydroxyl no. 32|IODINE VALUE: 15.0-46.9; ACID VALUE: 5.6-22.0; SAPONIFICATION VALUE: 80-127|HLB (Hydrophillic-lipophilic balance) value: 10-11|Yellowish-white unctuous mass; slight odor. Practically insoluble in water; soluble in chloroform or ether with the separation of water /Hydrous lanolin/|For more Other Experimental Properties (Complete) data for LANOLIN (10 total), please visit the HSDB record page.
Insoluble in water.
Esters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters
STEARYL PALMITATE can react with acids to liberate heat. Reacts with strong oxidizing acids Heat is also generated by the interaction with caustic solutions. Flammable hydrogen generated by mixing with alkali metals or hydrides.
833 °F (445 °C)
Safety Information
NONH for all modes of transport
SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity 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 and plant life; and conformance with environmental and public health regulations.|SRP: Criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
Drug products containing certain active ingredients offered over-the-counter (OTC) for certain uses. A number of active ingredients have been present in OTC drug products for various uses, as described below. However, based on evidence currently available, there are inadequate data to establish general recognition of the safety and effectiveness of these ingredients for the specified uses: lanolin is included in poison ivy, poison oak, and poison sumac drug products.
Flash point data for this chemical are not available; however, it is probably combustible. (NTP, 1992)
SMALL SPILLS AND LEAKAGE: If you spill this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then dampen the solid spill material with toluene, then transfer the dampened material to a suitable container. Use absorbent paper dampened with toluene to pick up any remaining material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent-wash all contaminated surfaces with toluene followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should store this material in a refrigerator. (NTP, 1992)
RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)|Engineering controls such as exhaust ventilation are recommended.|Use a NIOSH-approved respirator, if it is determined to be necessary by an industrial hygiene survey involving air monitoring. In the event that a respirator is not required, an approved dust mask should be used.
Water fog, dry chemical or carbon dioxide as appropriate for surrounding fire and materials.|Water or foam may cause frothing.|This material is assumed to be combustible.
Wear approved respiratory protection, chemically compatible gloves and protective clothing. Wipe up spillage or collect spillage using a high efficiency vacuum cleaner. Avoid breathing vapor. Place spillage in appropriately labeled container for disposal. Wash spill site.
As with all fires, evacuate personnel to a safe area. Firefighters should use self-contained breathing equipment and protective clothing.|As a general rule, when handling USP Reference Standards avoid all contact and inhalation of dust, mists, and/or vapors associated with the material. Wash thoroughly after handling.|/Wear/ chemically compatible gloves /and/ safety glasses or goggles. Protect exposed skin.
| 1 - Materials that, under emergency conditions, can cause significant irritation.| 1 - Materials that must be preheated before ignition can occur. Materials require considerable preheating, under all ambient temperature conditions, before ignition and combustion can occur.| 0 - Materials that in themselves are normally stable, even under fire conditions.
Toxicity
Chelating agents and other substances can be used to bind nickel or reduce its penetration through the skin, and hence to reduce the symptoms in subjects with nickel sensitivity. Topical usage is mostly described but, in some studies, chelating agents have been given systemically. The most effective ligand for nickel so far described is 5-chloro-7-iodoquinolin-8-ol. Although normally regarded as safe, its usage in some situations may be limited by concerns about its toxicity. Other ligands with demonstrable effect include ethylenediaminetetraacetic acid in various forms, diphenylglyoxime and dimethylglyoxime. Cation exchange resins can effectively bind nickel and work both in vitro and in vivo. Propylene glycol, petrolatum and lanolin reduce the absorption of nickel through the skin. Corticosteroids and cyclosporin work in nickel dermatitis by suppressing the immunological reaction rather than through an effect on nickel. Studies of the oral administration of ligands such as tetraethylthiuram disulphide have given conflicting results but the use of these agents is limited by hepatoxicity in any case. Some compounds offer potential for use in the prophylaxis of nickel dermatitis...
LD50 Rat oral > 32000 mg/kg|LD50 Rat oral >16000 mg/kg
Sheep /Ovis aries/ secrete a substance from their sebaceous glands to protect the epidermis and the wool from adverse weather conditions and from their own acidic perspiration. ... The composition of wool wax varies depending on the origin of the wool, breed of sheep, climatic conditions, farming method, and type of pasture. ... The purified, commercial product is known as wool wax or lanolin.|Refined form of wool wax, the unctuos secretion of the sebaceous glands of sheep which is deposited onto the wool fibers
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 lanolin is 1-99; the data may be greatly underestimated(1).|NIOSH (NOES Survey 1981-1983) has statistically estimated that 723,125 workers (315,458 of these were female) were potentially exposed to lanolin in the US(1). The NOES Survey does not include farm workers. Occupational exposure to lanolin may occur through inhalation and dermal contact with this compound at workplaces where lanolin is produced or used. Use data indicate that the general population may be exposed to lanolin via dermal contact with this compound and consumer products containing lanolin(SRC).
Drug Information
Since certain individuals are allergic to this substance, it should not be used in ointments intended for use by sensitive persons.
1= PRACTICALLY NONTOXIC: PROBABLE ORAL LETHAL DOSE (HUMAN) ABOVE 15 G/KG, MORE THAN 1 QT FOR 70 KG PERSON (150 LB).
Lanolin and related materials may contain additives and contaminants which may vary widely. These include detergents and the antioxidants BHT and alpha-tocopherol. Chlorophyll, pesticides from the fleece, and trace metals such as copper, nickel, and chromium might also be present.
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. If symptoms (such as redness or irritation) develop, immediately transport the victim to a hospital. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)
/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/
/HUMAN EXPOSURE STUDIES/ A study /of/...five of 298 patient patch tested with a 30% wool wax alcohols /fraction containing lanolin allergens/ in white petrolatum vehicle showed definite positive tests and were allergic to lanolin. Four of the five patients were allergic to other topical medicaments they had been using.|/HUMAN EXPOSURE STUDIES/ Confirmation has been obtained that reducing the content of natural free alcohols in lanolin to below 3%, particularly in the absence of detergent residues, reduces the incidence of positive patch test reactions amongst selected lanolin-sensitive skin patients by 99.3%. Only one reaction out of 149 subjects was recorded.|/HUMAN EXPOSURE STUDIES/ Although there have been numerous patch test studies performed on lanolin since the 1950s, the prevalence of allergy to lanolin remains controversial; perhaps in part because of the heterogeneity of substances making up lanolin and probably more importantly to the level of purification performed. ... This study was conducted to help determine the prevalence of positive patch test reactions to six pharmaceutical grade lanolins (USP, USP modified, PhEur compliant; differing only in the degree of purification) as compared to lanolin alcohols (30% wt/wt in mineral oil; standard material in allergen patch tests). Five hundred consecutive patients were tested to lanolin alcohols and six pharmaceutical grade lanolins as part of diagnostic patch testing. Patches were applied with Finn chambers for about 48 hours,with readings performed at 48 hours after patch removal. Grading was according to the /North American contact Dermatitis Group/ (NACDG) scale of 0(no reaction) to 3 (strong reaction). A positive patch test rate of <0.1% was observed for all of the six pharmaceutical grade lanolins, whereas a greater proportion of the patients showed some level of reactivity to 30% wt/wt lanolin alcohols in mineral oil. Irritant patch test reactions were not uncommon with the lanolin alcohol. The prevalence of patch test reactions to the six pharmaceutical grade lanolins was very rare. The relevance of the reactions to lanolin alcohols needs further assessment.|/HUMAN EXPOSURE STUDIES/ The prevalence of lanolin sensitivity in referred patients is less than 4%. To (1) describe patients with positive patch-test reactions to lanolin, (2) determine clinical and occupational relevance associated with reactions to lanolin and common sources, and (3) examine the frequency of co-reacting allergens. A retrospective analysis of 26,479 patients patch-tested by the North American Contact Dermatitis Group (NACDG), 1994 to 2006. Overall, 2.5% of patients (643 of 25,811) tested to lanolin alcohol 30% in petrolatum had positive reactions. Prevalence decreased from 3.7% in 1996 to 1998 to 1.8% in 2005 to 2006 (p < 0.0001); 83.4% of all positive reactions were currently relevant, but only 2.5% were occupationally relevant. Lanolin-positive patients were 1.2 times more likely to be male and 1.4 times more likely to have a history of atopic dermatitis when compared to allergic, but lanolin-negative, patients (p < 0.0002 and p < 0.0001, respectively). Cosmetics were the most common source. Lanolin-positive patients were significantly more likely to be co-sensitized to another NACDG standard screening allergen (p < 0.0001). The prevalence of allergic patch-test reactions to lanolin in North America patch-test populations is decreasing. Current relevance of reactions was high, but occupational relevance was low. Concomitant reactions were more common in lanolin-positive patients.|For more Human Toxicity Excerpts (Complete) data for LANOLIN (11 total), please visit the HSDB record page.
hexadecanoic acid octadecyl ester
Stearyl palmitate Use and Manufacturing
Extraction from sheep wool by scouring with dilute alkali, centrifuging, and refining (for the purer grades) via treatment with hot aqueous alkali and then a bleaching agent|By purifying the fatty matter (suint) obtained from the wool of the sheep. This natural wool fat contains about 30% of free fatty acids and fatty acid esters of cholesterol and other higher alcohols. The cholesterol compounds are the important constituents, and to secure these in a purified form, many processes have been devised. In one of these the crude wool fat is treated with weak alkali and the saponified fats and emulsions are centrifuged to secure the aqueous soap solution, from which, on standing, a layer of partially purified wool fat separates. This product is further purified by treating it with calcium chloride and then dehydrated by fusion with unslaked lime. It is finally extracted with acetone, and the solvent subsequently separated by distillation.|Lanolin is obtained by one of the following methods: 1. Solvent extraction of wool fleece. 2. Scouring of wool with soap or neutral detergent followed by: a. Centrifugation of the resulting emulsion. This may introduce small amounts of detergents as impurities in the lanolin; b. breaking of the emulsion with acid, or production of foam (with air) and collection of the froth.
Stearyl Palmitate is a wax monoester with thickening properties used as an emolient in cosmetics. Stearyl Palmitate was identified as a metabolite in abnormal metabolites in psoriatic nail.
Lubricants and lubricant additives
Non-TSCA use
100,000 - 500,000 lb|(1973) 6.36X10+9 G (CONSUMPTION-ALL GRADES)|(1975) 8.17X10+9 G (CONSUMPTION-ALL GRADES)|Lanolin 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#3657]|Production volume for non-confidential chemicals reported under the 2006 Inventory Update Rule. Chemical: Lanolin. Aggregated National Production Volume: <500,000 lbs.
Hydrogenated, ethoxylated and acetylated derivatives are available.|Grades: technical; cosmetic; USP|Modified USP, USP and technical lanolin grades; technical cosmetic, USP, extra decolorized grades|Example facial cream: mineral oil, 16.00 wt%; cetyl alcohol, 4.00 wt%; lanolin, 2.00 wt%; Arcel 165 emsulifier, 10.00 wt%; Tween 60 Surfactant, 1.00 wt%; glycerine, 5.00 wt%; water 62.00 wt%|For more Formulations/Preparations (Complete) data for LANOLIN (8 total), please visit the HSDB record page.
All other chemical product and preparation manufacturing|Hexadecanoic acid, octadecyl ester: ACTIVE|Lanolin: ACTIVE|Wool wax: ACTIVE|/Anhydrous/ lanolin that contains not more than 0.25% of water.|Contains the sterols cholesterol and oxycholesterol, as well as triterpene and aliphatic alcohols.|Contains 25-35% water. /Hydrous wool fat/|Refined form of wool wax, the unctuous secretion of the sebaceous glands of sheep /(Ovis aries)/ which is deposited onto the wool fibers.|Wool wax is obtained in emulsified form from raw wool by machine washing with soap liquor. Extraction of wool with suitable organic solvents is not employed because it would lead to complete degreasing of the wool and thus make it nonelastic. ... The composition of wool wax varies depending on the origin of the wool, breed of sheep, climatic conditions, farming method, and type of pasture. Wool wax usually consists of a mixture of about 48% wax esters, 33% sterol esters, 6% free sterols, 3.5% free acids, 6% lactose, and 1-2% hydrocarbons.
Fatty Acyls [FA] -> Fatty esters [FA07] -> Wax monoesters [FA0701]|Cosmetics -> Antistatic; Emollient; Emulsifying; Hair conditioning; Skin conditioning; Surfactant
Computed Properties
Molecular Weight:508.9
XLogP3:16.3
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:32
Exact Mass:508.52193141
Monoisotopic Mass:508.52193141
Topological Polar Surface Area:26.3
Heavy Atom Count:36
Complexity:406
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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BEHENYL PALMITATE Formula
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DIHYDROXYETHYL STEARYL GLYCINATE Formula
24120-14-7
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Oleyl palmitate Structure
2906-55-0
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