Encyclopedia / Antioxidants / Pharmaceutical Intermediates / Vitamins, Amino Acids and Coenzymes

Vitamin A palmitate

CAS：79-81-2
MW:524.8604
MF：C36H60O2

antihypertensive

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Names and ldentifier
Properties
Use and Manufacturing
Safety and Handling
Msds
NMR Spectrum
Other Information
Computational chemical data
Related Questions
Realated Product Infomation

1. Names and Identifiers

1.1 Name: Vitamin A palmitate

1.2 Synonyms: [(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)nona-2,4,6,8-tetraenyl] hexadecanoate; [(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenyl] hexadecanoate; all-trans-retinyl palmitate; ALL-TRANS-RETINYLPALMITATE; EINECS 201-228-5; MFCD00019414; O-hexadecanoylretinol; O-Palmitoylretinol; Retinol hexadecanoate; Retinol, O-(1-oxohexadecyl)-; Retinyl palmitate; Retinylpalmitat; VITAMIN A PALMITATE(RETINYL PALMITATE)(P); VITAMIN A PALMITATE(RETINYL PALMITATE)(RG); VITAMINAPALMITATE,LIQUIDINOIL,1MILLIONIU/G; VITAMINAPALMITATE,USP; VitaminAPalmitateinOil;

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1.3 CAS No.: 79-81-2

1.4 CID: 5280531

1.5 EINECS: 201-228-5

1.6 Molecular Formula: C36H60O2

1.7 Inchi: InChI=1S/C36H60O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-25-35(37)38-30-28-32(3)23-20-22-31(2)26-27-34-33(4)24-21-29-36(34,5)6/h20,22-23,26-28H,7-19,21,24-25,29-30H2,1-6H3/b23-20+,27-26+,31-22+,32-28+

1.8 InChkey: VYGQUTWHTHXGQB-FFHKNEKCSA-N

1.9 Canonical Smiles: CCCCCCCCCCCCCCCC(=O)OCC=C(C)C=CC=C(C)C=CC1=C(CCCC1(C)C)C

1.10 Isomers Smiles: CCCCCCCCCCCCCCCC(=O)OC/C=C(\C)/C=C/C=C(\C)/C=C/C1=C(CCCC1(C)C)C

2. Properties

2.1 Appearance: oil

2.2 Storage: Keep Cold.

2.3 Water Solubility: Soluble in chloroform, ether, and vegetable oils. Insoluble in water.

2.4 StorageTemp: 2-8°C

3. Use and Manufacturing

3.1 Description

Retinyl palmitate is an ester of Retinol and is the major form of vitamin A found in the epidermis. Retinyl palmitate has been widely used in pharmaceutical and cosmetic formulations.

Solid

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 derives from an all-trans-retinol.|Retinyl Palmitate is a naturally-occurring phenyl analogue of retinol (vitamin A) with potential antineoplastic and chemopreventive activities. As the most common form of vitamin A taken for dietary supplementation, retinyl palmitate binds to and activates retinoid receptors, thereby inducing cell differentiation and decreasing cell proliferation. This agent also inhibits carcinogen-induced neoplastic transformation, induces apoptosis in some cancer cell types, and exhibits immunomodulatory properties. (NCI04)

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3.2 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.] Vitamin A palmitateSupplier

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3.3 Usage: antihypertensive

4. Safety and Handling

4.1 Safety Profile: Mildly toxic byingestion. An experimental teratogen.Experimental reproductive effects. Humanmutation data reported. When heated todecomposition it emits acrid smoke andirritating fumes.

4.2 Safety: Hazard Codes:?T,?Xn
Risk Statements: 63?
R63:Possible risk of harm to the unborn child.
Safety Statements: 53-23-36/37/39-45-36/37?
S53:Avoid exposure - obtain special instructions before use.?
S23:Do not breathe vapour.?
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 the label whenever possible.)?
S36/37:Wear suitable protective clothing and gloves.
WGK Germany: 3
RTECS: VH6860000
F: 8-10-23

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4.3 Specification: ?Vitamin A palmitate , its cas register number is 79-81-2. It also can be called?Retinol palmitate ; Retinol, hexadecanoate?; Retinyl palmitate ;?Retinol, all-trans-, palmitate ;?Optovit-A ; Retinol, palmitate, all-trans- .

4.4 Toxicity: LD50 (10 day) in mice, rats (mg/kg): 6060, 7910 orally (Kamm)

5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Reproductive toxicity, Category 1B

Hazardous to the aquatic environment, long-term (Chronic) - Category Chronic 4

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word	Danger
Hazard statement(s)	H360 May damage fertility or the unborn child H413 May cause long lasting harmful effects to aquatic life
Precautionary statement(s)
Prevention	P201 Obtain special instructions before use. P202 Do not handle until all safety precautions have been read and understood. P280 Wear protective gloves/protective clothing/eye protection/face protection. P273 Avoid release to the environment.
Response	P308+P313 IF exposed or concerned: Get medical advice/ attention.
Storage	P405 Store locked up.
Disposal	P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

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6. NMR Spectrum

Predict 1H proton NMR

IR : liquid film

Mass

Mass spectrum (electron ionization)

7. Synthesis Route

79-81-2Total: 5 Synthesis Route

127-47-9 265 Suppliers

57-10-3 239 Suppliers

79-81-2 250 Suppliers

68-26-8 225 Suppliers

112-67-4 40 Suppliers

79-81-2 250 Suppliers

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8. Precursor and Product

precursor:

112-67-4

57-10-3

110-86-1

127-47-9

68-26-8

112-39-0

product:

4759-48-2

302-79-4

9. Computed Properties

Molecular Weight：524.8604g/mol
Molecular Formula：C₃₆H₆₀O₂
Compound Is Canonicalized：True
XLogP3-AA：524.45933115
Monoisotopic Mass：524.45933115
Complexity：803
Rotatable Bond Count：21
Hydrogen Bond Donor Count：0
Hydrogen Bond Acceptor Count：2
Topological Polar Surface Area：26.3
Heavy Atom Count：：38
Defined Atom Stereocenter Count：0
Undefined Atom Stereocenter Count：0
Defined Bond Stereocenter Count：4
Undefined Bond Stereocenter Count：0
Isotope Atom Count：0
Covalently-Bonded Unit Count：1
CACTVS Substructure Key Fingerprint：AAADcfB8MAAAAAAAAAAAAAAAAAAAAAAAAAAgAAAAAAAAAAAAAAAAGgAAAAAADgCggAICCAAABACIAiDSCAAAAAAgAAAICAEAAAgIBBIAIQACEAAEgAAIoAOIyOCPAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA==

10.Other Information

Usage: Retinyl palmitate is a vitamin A analog that inhibits cell proliferation and induces cell differentiation. It is used as a dietary supplement as a lipophilic base for eg: soft gelatin capsule. Other applications include as pharmaceutical product which is used for manufacturing aqueous solutions using solubilizing agents such as cremophor. It is also used in the fortification of fatty foods such as margarine, spreads, oils, milk and dairy products. It is used in cosmetics for the preparation of creams and lotions.

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Merck: 13,10073

BRN: 1917366

Chemical Properties: 95.0-100.5% Absorbance @325 nm ≥0.85%

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

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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.

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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.

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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.

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Mesh: Agents that reduce the frequency or rate of spontaneous or induced tumors independently of the mechanism involved. (See all compounds classified as Anticarcinogenic Agents.)|Naturally occurring or synthetic substances that inhibit or retard oxidation reactions. They counteract the damaging effects of oxidation in animal tissues. (See all compounds classified as Antioxidants.)

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Mesh Entry Terms: Chocola A

Manufacturing Info: Retinol, hexadecanoate: ACTIVE

Use Classification: Human drugs -> Rare disease (orphan)|Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients|Lipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> Retinoids [PR0109]|Cosmetics -> Skin conditioning

11. Toltal 223 Suppliers View more

Wuhan Fortuna Chemical Co., Ltd.

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China Factory Supplier all-trans-retinyl palmitate cas 79-81-2 with Best Price

Hebei Crovell Biotech Co. Ltd

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Top quality Cosmetic Grade Health ingredient Vitamin A palmitate Spray dry powder 250/500 CWD EINECS 201-228-5 favorable price

Tianjin Furun Tongda International Trade Co., LTD

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Baoji Guokang Healthchem co.,ltd

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Vitamin A palmitate CAS 79-81-2 Food Additives

Hebei Saisier Technology Co., LTD

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12. Related Questions

: What are the Characteristics and Applications of Vitamin A Palmitate?Introduction Vitamin A Palmitate, also known as retinyl palmitate, is a crucial form of vitamin A that plays a vital role in various biological functions such as vision, immune system performance, and..; Application of SDS-PAGE ultra-low molecular weight Vitamin A palmitateBackground[1-3]SDS-PAGE ultra-low molecular weight Vitamin A palmitate is used to determine the molecular weight of polypeptides and small proteins on SDS-PAGE. This product is manufactured by Compose..; Why is Vitamin A palmitate important in pesticide registration?Modern pesticide analysis mostly relies on instrumental analysis methods, whether it is gas chromatography, liquid chromatography, nuclear magnetic resonance, or mass spectrometry. These methods are b..; What are the different categories and applications of lipid Vitamin A palmitate?Based on the properties and scope of application of lipid Vitamin A palmitate, it can be divided into the following categories: 1. Lipid Vitamin A palmitate: primarily used for the purification and se..

13. Realated Product Infomation