Vitamin A palmitate

Vitamin A palmitate Basic information
Product Name:Vitamin A palmitate
Synonyms:VitaminAPalmitateinOil;VITAMINAPALMITATE,LIQUIDINOIL,1MILLIONIU/G;VITAMINAPALMITATE,USP;[(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)nona-2,4,6,8-tetraenyl] hexadecanoate;VITAMIN A PALMITATE(RETINYL PALMITATE)(P);VITAMIN A PALMITATE(RETINYL PALMITATE)(RG);ALL-TRANS-RETINYLPALMITATE;Retinylpalmitat
CAS:79-81-2
MF:C36H60O2
MW:524.86
EINECS:201-228-5
Product Categories:BAYPRESS;Vitamins and derivatives;79-81-2
Mol File:79-81-2.mol
Vitamin A palmitate Structure
Vitamin A palmitate Chemical Properties
Melting point 28-29℃
Boiling point 546.51°C (rough estimate)
density 0.9668 (rough estimate)
refractive index 1.5250 (estimate)
Fp 194℃
storage temp. 2-8°C
solubility Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Very Slightly)
form oil
Specific Gravity0.90~0.93 (20℃)
color Light Yellow to Yellow
Water Solubility Soluble in chloroform, ether, and vegetable oils. Insoluble in water.
Merck 13,10073
BRN 1917366
BCS Class4
Stability:Light Sensitive
InChIKeyVYGQUTWHTHXGQB-YFAKFODJSA-N
LogP15.51 at 25℃
CAS DataBase Reference79-81-2(CAS DataBase Reference)
NIST Chemistry ReferenceVitamin a palmitate(79-81-2)
EPA Substance Registry SystemRetinol, hexadecanoate (79-81-2)
Safety Information
Hazard Codes T,Xn,F
Risk Statements 63-53-61-11
Safety Statements 53-23-36/37/39-45-36/37-16-60
RIDADR UN1170 - class 3 - PG 2 - Ethanol, solution
WGK Germany 3
RTECS VH6860000
8-10-23
TSCA Yes
HS Code 29362100
ToxicityLD50 (10 day) in mice, rats (mg/kg): 6060, 7910 orally (Kamm)
MSDS Information
ProviderLanguage
SigmaAldrich English
Vitamin A palmitate Usage And Synthesis
Chemical Properties95.0-100.5% Absorbance @325 nm ≥0.85%
Usesantihypertensive
Usesall-trans-Retinyl Palmitate is an ester derivative of Retinol (R252000). all-trans-Retinyl Palmitate is used as a vitamin supplement in the treatment of Vitamin A deficiency. all-trans-Retinyl Palmita te is used as an antioxidant and a source of vitamin A added to low fat milk and other dairy products. all-trans-Retinyl Palmitate is also a constituent of some topically applied skin care products
Usesretinyl palmitate is a skin conditioner. This retinoid is considered a milder version of retinoic acid, given its conversion properties. once on the skin, it converts to retinol, which in turn converts to retinoic acid. Physiologically, it is credited with increasing R epidermal thickness, stimulating the production of more epidermal protein, and increasing skin elasticity. Cosmetically, retinyl palmitate is used to reduce the number and depth of fine lines and wrinkles, and prevent skin roughness resulting from uV exposure. Secondary reactions such as erythema, dryness, or irritation are not associated with retinyl palmitate. It is even more effective when used in combination with glycolic acid because it achieves greater penetration. In the united States, its maximum usage level in cosmetic formulations is 2 percent. Retinyl palmitate is the ester of retinol and palmitic acid.
Usesvitamin A palmitate is known as a skin “normalizer.” It acts as an antikeratinizing agent, helping the skin stay soft and plump, and improving its water-barrier properties. Because of its impact on the skin’s water-barrier properties, it is useful against dryness, heat, and pollution. It is also an anti-oxidant and is suggested for use in sunscreens. Clinical studies with vitamin A palmitate indicate a significant change in skin composition, with increases in collagen, DnA, skin thickness, and elasticity. Vitamin A palmitate’s stability is superior to retinol.
DefinitionChEBI: All-trans-retinyl palmitate is an all-trans-retinyl ester obtained by formal condensation of the carboxy group of palmitic (hexadecanoic acid) with the hydroxy group of all-trans-retinol. It is used in cosmetic products to treat various skin disorders such as acne, skin aging, wrinkles, dark spots, and also protect against psoriasis. It has a role as an Escherichia coli metabolite, a human xenobiotic metabolite and an antioxidant. It is a retinyl palmitate and an all-trans-retinyl ester. It is functionally related to an all-trans-retinol.
General DescriptionCertified pharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to pharmacopeia primary standards.
Retinyl palmitate belongs to a category of compounds called retinoids, which are chemically similar to vitamin A. It exhibits a beneficial effect on vision, skin and immune function, inhibits cell proliferation and prevents cancer. It is an important dietary as well as a therapeutic compound.
Flammability and ExplosibilityNonflammable
Biochem/physiol ActionsReview: Vitamin A metabolism.
Safety ProfileMildly toxic by ingestion. An experimental teratogen. Experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.
Purification MethodsThe palmitate is separated from retinol by column chromatography on water-deactivated alumina with hexane containing a very small percentage of acetone. It is also chromatographed on TLC silica gel G, using pet ether/isopropyl ether/acetic acid/water (180:20:2:5) or pet ether/acetonitrile/acetic acid/water (190:10:1:15) to develop the chromatogram. It is then recrystallised from propylene at low temperature (below -47o). [Beilstein 6 IV 4135.]
Vitamin A palmitate Preparation Products And Raw materials
Vitamin A Riboflavin Vitamin D3 Vitamin B12 Ascorbic Acid D-α-Tocopherol succinate Pyridoxine hydrochloride Vitamin A palmitate RETINYL PALMITATE, [RETINOL 15-3H] Dexamethasone palmitate Ascorbyl Palmitate Menadione Folic acid Vitamin E DL-α-Tocopherol Kojic acid dipalmitate all-trans-Retinol axerophthene

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