Identification | More | [Name]
Retinol palmitate | [CAS]
79-81-2 | [Synonyms]
ALL TRANS-RETINOL PALMITATE AROVIT RETINOL PALMITATE RETINOL PALMITATE ALL TRANS RETINOL PALMITATE ALL TRANS ISOMER RETINOL PALMITATE TYPE IV: ALL TRANS RETINYL PALMITATE VITAMIN A PALMITATE VITAMINE A PALMITATE 3,7-Dimethyl-9-(2,6,6,-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraen-1-ol palmitate all-trans-retinopalmitate Ester found in fish liver oils Optovit-A Retinol, hexadecanoate Retinol,hexadecanate retinol,hexadecanoate retinol palmitate type iv sigma grade RETINOL PALMITATE, 100MG, NEAT RETINOL PALMITATE TYPE VI VITAMIN A PALMITATE 1.7 MILLION IU/G | [EINECS(EC#)]
201-228-5 | [Molecular Formula]
C36H60O2 | [MDL Number]
MFCD00019414 | [Molecular Weight]
524.86 | [MOL File]
79-81-2.mol |
Chemical Properties | Back Directory | [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
| [color ]
Light Yellow to Yellow Low Melting | [Specific Gravity]
0.90~0.93 (20℃) | [Water Solubility ]
Soluble in chloroform, ether, and vegetable oils. Insoluble in water. | [Merck ]
13,10073 | [BRN ]
1917366 | [BCS Class]
4 | [Stability:]
Light Sensitive | [InChIKey]
VYGQUTWHTHXGQB-YFAKFODJSA-N | [LogP]
15.51 at 25℃ | [Uses]
retinyl palmitate(79-81-2) 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.
| [CAS DataBase Reference]
79-81-2(CAS DataBase Reference) | [NIST Chemistry Reference]
Vitamin a palmitate(79-81-2) | [EPA Substance Registry System]
79-81-2(EPA Substance) |
Safety Data | Back Directory | [Hazard Codes ]
T,Xn | [Risk Statements ]
R63:Possible risk of harm to the unborn child. | [Safety Statements ]
S53:Avoid exposure-obtain special instruction before use . S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . S36/37:Wear suitable protective clothing and gloves . | [RIDADR ]
UN1170 - class 3 - PG 2 - Ethanol, solution | [WGK Germany ]
3
| [RTECS ]
VH6860000
| [F ]
8-10-23 | [TSCA ]
Yes | [HS Code ]
29362100 | [Safety Profile]
Mildly toxic by
ingestion. An experimental teratogen.
Experimental reproductive effects. Human
mutation data reported. When heated to
decomposition it emits acrid smoke and
irritating fumes. | [Toxicity]
LD50 (10 day) in mice, rats (mg/kg): 6060, 7910 orally (Kamm) |
Hazard Information | Back Directory | [Chemical Properties]
95.0-100.5% Absorbance @325 nm ≥0.85% | [Definition]
ChEBI: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 Description]
Certified 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 Explosibility]
Nonflammable | [Biochem/physiol Actions]
Review: Vitamin A metabolism. | [Side effects]
Vitamin A palmitate(79-81-2) is fat-soluble and is stored in the body's fatty tissue. Therefore, excessive levels of vitamin A palmitate can lead to toxicity and liver disease. This is more likely to occur when taking supplements than when consuming them from food. People with liver disease should not take vitamin A palmitate supplements. Excessive doses of vitamin A supplements have been linked to birth defects, including malformations of the eyes, lungs, skull and heart. They are not recommended for pregnant women. Regular high doses of vitamin A letter source can lead to depression, dry skin, and muscle and joint pain.
| [storage]
Store at -20°C | [Purification Methods]
The 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.] |
|
|