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Vitamin A palmitate

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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
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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)
Flash point:
194℃
storage temp. 
2-8°C
solubility 
Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Very Slightly)
form 
oil
color 
Light Yellow to Yellow
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℃
CAS DataBase Reference
79-81-2(CAS DataBase Reference)
NIST Chemistry Reference
Vitamin a palmitate(79-81-2)
EPA Substance Registry System
Retinol, hexadecanoate (79-81-2)
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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
Toxicity
LD50 (10 day) in mice, rats (mg/kg): 6060, 7910 orally (Kamm)

MSDS

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Vitamin A palmitate Usage And Synthesis

Chemical Properties

95.0-100.5% Absorbance @325 nm ≥0.85%

Uses

retinyl 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.

Uses

antihypertensive

Uses

all-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

Uses

vitamin 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.

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

Non flammable

Biochem/physiol Actions

Vitamin A palmitate is widely used in pharmaceutical applications. It is also extensively used in cosmetic formulations due to its beneficial effects on the appearance of skin and anti-oxidant properties. Vitamin A palmitate acts as a teratogen and affect vertebrate embryogenesis and regeneration. It is added as a source of vitamin A in low fat and skim milks. Vitamin A palmitate acts as a chemopreventive or antineoplastic agent.
Review: Vitamin A metabolism.

Side effects

Vitamin A palmitate 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.

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.

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.]

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