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R4632 Sigma-Aldrich

Retinyl acetate

synthetic, crystalline solid or supercooled liquid

Synonym: Retinol acetate, Vitamin A acetate

  • CAS Number 127-47-9

  • Empirical Formula (Hill Notation) C22H32O2

  • Molecular Weight 328.49

  •  Beilstein/REAXYS Number 1915439

  •  EC Number 204-844-2

  •  MDL number MFCD00019413

  •  eCl@ss 34058009

  •  PubChem Substance ID 57654592

  •  NACRES NA.79

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Properties

Related Categories Biochemicals and Reagents, Vitamin A, Vitamins More...
Quality Level   200
biological source   synthetic
assay   ≥90% (HPLC)
form   crystalline solid or supercooled liquid
potency   2,600,000-2,940,000 I.U. per g
color   light yellow to dark yellow
mp   57-58 °C
  ~58 °C (lit.)
storage temp.   −20°C
SMILES string   CC1=C(/C=C/C(C)=C/C=C/C(C)=C/COC(C)=O)C(C)(C)CCC1
InChI   1S/C22H32O2/c1-17(9-7-10-18(2)14-16-24-20(4)23)12-13-21-19(3)11-8-15-22(21,5)6/h7,9-10,12-14H,8,11,15-16H2,1-6H3/b10-7+,13-12+,17-9+,18-14+
InChI key   QGNJRVVDBSJHIZ-QHLGVNSISA-N

Description

General description

Vitamin A usually occurs in food as retinyl esters, which are the pre-formed sources of vitamin A. Retinyl acetate exists as yellow crystals and is insoluble in water. It is soluble in ethanol and oils.

Application

Retinyl acetate has been used:
• to study its effects on cochlear development in mice
• as a component of an internal standard to quantify antioxidants in yolk
• as an internal standard to determine serum retinol concentration

Packaging

1, 5, 25, 100 g in glass bottle

Biochem/physiol Actions

Retinal, retinol and retinoic acid are the aldehyde, alcohol and acid forms of vitamin A. The retinoids exist as many geometric isomers due to the unsaturated bonds in the aliphatic chain.
Retinoids also exist as retinyl esters such as retinyl propionate, retinyl acetate and retinyl palmitate. Retinyl esters provide pools of vitamin A that are converted into retinol and other retinoids as needed. Retinyl acetate is used in a wide range of biological applications.

Physical form

Packaged as a melt and may exist as a crystalline solid or a supercooled viscous liquid

Analysis Note

Activity based on HPLC comparison to USP standard.

Safety & Documentation

Safety Information

Symbol 
GHS08  GHS08
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 2
RTECS 
VH6825000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

Determination of Vitamin A and E Using HPLC with UV Detection Following the Chinese National Standard (GB) Method

Following GB method for Vitamin A and Vitamin E as it is written with a 250 x 4.6 mm Ascentis® Express C30 column gives baseline resolution between the critical pair (gamma-, and beta-tocopherol; pea...
Keywords: Separation, Vitamins

Retinoic Acid and Gene Expression

All-trans retinoic acid (RA, ATRA) is a pleiotropic activation factor that regulates genes associated with normal vertebrate cellular processes such as cell differentiation, cell proliferation, apopt...
BioFiles 2008, 3.9, 12.
Keywords: Apoptosis, Cancer, Cell proliferation, Cellular processes, Chromatin immunoprecipitation, Condensations, Degradations, Diseases, Gene expression, Hormones, Immunoprecipitation, Ligands, Metabolism, Oxidations, Phosphorylations, Polymerase chain reaction, Sequences, Teratogens, Transcription, Type, Ubiquitinations, Usage, Vitamins

Peer-Reviewed Papers
15

References

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