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Retinyl acetate

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Products Intro: Product Name:RETINYL PROPIONATE
CAS:127-47-9
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CAS:127-47-9
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Products Intro: Product Name:Retinyl acetate
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Retinyl acetate manufacturers

  • Retinyl acetate
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  • 2024-12-20
  • CAS:127-47-9
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  • Purity: 99%
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Retinyl acetate Basic information
Product Name:Retinyl acetate
Synonyms:RETINYL ACETATE;RETINOL ACETATE, WATER SOLUBLE;VITAMIN A ACETATE, ALL TRANS;VITAMIN A ACETATE 1500;TRANS-RETINOL ACETATE;TRANS-RETINYL ACETATE;VITAMIN-A-ACETATE STAB. BHA/BHT CONC.;RETINOL ACETATE, 100MG, NEAT
CAS:127-47-9
MF:C22H32O2
MW:328.49
EINECS:204-844-2
Product Categories:Vitamin series;Retinoids;Vitamins and derivatives;Vitamin Ingredients;Intermediates & Fine Chemicals;Pharmaceuticals;Inhibitors;127-47-9
Mol File:127-47-9.mol
Retinyl acetate Structure
Retinyl acetate Chemical Properties
Melting point 57-58 °C
Boiling point 406.22°C (rough estimate)
density 1.0474 (rough estimate)
refractive index 1.547-1.555
Fp 14℃
storage temp. 2-8°C
solubility absolute ethanol: 25 mg/mL
form solid or viscous liquid
color Yellow powder
OdorAmine like
Water Solubility soluble
Sensitive Light & Air Sensitive & Hygroscopic
Merck 14,10013
BRN 1915439
Stability:Hygroscopic, Light Sensitive
InChIKeyQGNJRVVDBSJHIZ-QHLGVNSISA-N
LogP9.4 at 25℃
CAS DataBase Reference127-47-9(CAS DataBase Reference)
NIST Chemistry ReferenceRetinol, acetate(127-47-9)
EPA Substance Registry SystemRetinol acetate (127-47-9)
Safety Information
Hazard Codes Xn,Xi,T,F
Risk Statements 38-63-36/37/38-53-61-11
Safety Statements 36/37-45-37/39-26-53-16
RIDADR UN1170 - class 3 - PG 2 - Ethanol
WGK Germany 2
RTECS VH6825000
1-8-10
TSCA Yes
HS Code 29362100
ToxicityLD50 (10 day) orally in mice: 4100 mg/kg (Kamm)
MSDS Information
ProviderLanguage
all-trans Vitamin A acetate English
SigmaAldrich English
ACROS English
ALFA English
Retinyl acetate Usage And Synthesis
DescriptionRetinyl acetate (retinol acetate, vitamin A acetate,127-47-9) is a natural form of vitamin A. It is the acetate ester of retinol. It consists of yellow crystals which are greasy or sticky. It has a mild, characteristic odor. It has potential antineoplastic and chemo-preventive activities. It can be used to fortify food with vitamin A. As vitamin A acetate can induce cell differentiation and inhibit cell proliferation, it is used in skin-conditioning agent.
Chemical PropertiesRetinyl acetate is a yellow, prism-shaped crystal and a lipid-soluble compound, with better chemical stability than vitamin A. In clinical practice, either vitamin A acetate or its palmitate form is typically dissolved in vegetable oil for administration, where it is hydrolyzed by enzymes in the body to release active vitamin A. The form of vitamin A listed in the Chinese Pharmacopoeia refers to the active vitamin A compound.
Usesvitamin precursor
UsesEssential micronutrient
UsesRetinyl acetate has been used:
  • a control diet to study its effect at different developmental periods in fish larvae
  • to study its inhibitory effects on Mycobacterium avium?subspecies?paratuberculosis?(MAP) strains
  • as an internal standard in high performance liquid chromatography (HPLC) to quantify vitamin A in fortified milk

DefinitionChEBI: Retinyl acetate is an acetate ester. It is functionally related to an all-trans-retinol.
PreparationA method for preparing retinyl acetate the following steps:
Under alkaline conditions, 3-methyl-4-oxo-2-butene-1-yl acetate (referred to as C5 aldehyde ester) and tetraethyl methylene diphosphate undergo a condensation reaction to form an intermediate C6 phosphate (chemical name: 5-(diethyl phosphate)-3-methyl-2,4-hexadiene-1-acetate).
Under alkaline conditions, the C6 phosphate undergoes a transposition reaction. C14 aldehyde (chemical name: 2-methyl-4-(2,6,6-trimethyl-1-cyclohexene-1-yl)-3-butene-1-aldehyde) is then added to undergo a Wittig-Horner condensation reaction, yielding retinyl acetate.
General DescriptionRetinyl acetate is suitable for use in the retention identification of the analyte when using HPLC and GC. Not intended for use as an activity reference standard. It has been thoroughly evaluated to ensure the utmost quality. Neat, unless otherwise noted. Certificate of Composition provided with the purchase.
Flammability and ExplosibilityNot classified
Biochem/physiol ActionsRetinyl esters provide pools of vitamin A that are converted into retinol and other retinoids as required. Retinyl acetate is used in a wide range of biological applications. It acts as a chemopreventive agent. Retinyl acetate also has antineoplastic property.
Safety ProfileModerately toxic by ingestion. Experimental teratogenic and reproductive effects. Questionable carcinogen with experimental neoplastigenic data. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes. See also VITAMIN A.
Purification MethodsThe acetate is separated from retinol by column chromatography, then crystallised from MeOH. [Kofler and Rubin Vitamins and Hormones (NY) 18 315 1960 for purification methods]. Store it in the dark, under N2 or Ar, at 0o. [Beilstein 6 IV 4135.]
References[1] Volker Bühler, Vademecum for Vitamin Formulations, 2001, ISBN 3-8047-1834-5
[2] SUNATDA ARAYACHUKEAT Thapakorn T U Supason P Wanichwecharungruang. Retinyl acetate-loaded nanoparticles: Dermal penetration and release of the retinyl acetate[J]. International Journal of Pharmaceutics, 2011, 404 1: Pages 281-288. DOI:10.1016/j.ijpharm.2010.11.019.
[3] HARRISON E H. Lipases and carboxylesterases: possible roles in the hepatic metabolism of retinol.[J]. Annual review of nutrition, 1998, 18: 259-276. DOI:10.1146/annurev.nutr.18.1.259.
[4] GERSTER H. Vitamin A–functions, dietary requirements and safety in humans.[J]. International Journal for Vitamin and Nutrition Research, 1997, 67 2: 71-90.
[5] https://ods.od.nih.gov/factsheets/VitaminA-HealthProfessional/
Retinyl acetate Preparation Products And Raw materials
Preparation Products9-CIS-RETINAL-->β-Carotene
Tag:Retinyl acetate(127-47-9) Related Product Information
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