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R3250 Sigma-Aldrich

Retinyl acetate

synthetic, matrix dispersion, 475,000-650,000 USP units/g

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 57654589

  •  NACRES NA.79

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Properties

Related Categories Biochemicals and Reagents, Vitamin A, Vitamins More...
Quality Level   200
biological source   synthetic
form   matrix dispersion
color   yellow
mp   57-58 °C
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

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.

Application

Retinyl 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

Packaging

10, 100 g in glass bottle

Biochem/physiol Actions

Retinyl 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.

Physical form

Dispersion in cornstarch-gelatin matrix. Oil dispersible

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

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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