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Key Documents

R7882

Sigma-Aldrich

Retinyl acetate

BioReagent, solid or viscous liquid, synthetic, suitable for cell culture

Synonym(s):

Retinol acetate, Vitamin A acetate

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About This Item

Empirical Formula (Hill Notation):
C22H32O2
CAS Number:
Molecular Weight:
328.49
Beilstein:
1915439
EC Number:
MDL number:
UNSPSC Code:
12352205
eCl@ss:
34058009
PubChem Substance ID:
NACRES:
NA.75

biological source

synthetic

Quality Level

product line

BioReagent

Assay

≥90% (HPLC)

form

solid or viscous liquid

potency

~2,800,000 I.U. per g

mol wt

Mw 328.49 g/mol

technique(s)

cell culture | mammalian: suitable

color

light yellow to dark yellow

mp

57-58 °C

solubility

absolute ethanol: 25 mg/mL (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

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General description

Retinyl-acetate is a natural and ester derivative of vitamin A. It is found in classical media formulations such as M-199; NCTC-109 and William′s Medium E. Vitamin A is a component of serum useful in most serum containing cell culture systems, which receive some level of vitamin A.

Application

Retinyl acetate has been used as a standard to measure the concentration of vitamin C in high performance liquid chromatography analysis (HPLC) and as a supplement in the preparation of the complete medium.

Biochem/physiol Actions

The oxidized form of retinol is retinoic acid, which has hormone-like growth factor and differentiation activity for epithelial and related cell types, especially neural cells. Retinoic acid induces embryonic stem cells to differentiate towards neural cells. Retinyl-acetate is known to be effective in treating breast cancer.

Other Notes

All trans

Preparation Note

The melting point of this material is approx. 58 °C. In order to package, it was melted and may exist as a crystalline solid or as a supercooled viscous liquid.

Pictograms

Health hazard

Signal Word

Danger

Hazard Statements

Hazard Classifications

Aquatic Chronic 4 - Repr. 1B

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Yong Ho Jo et al.
Asian-Australasian journal of animal sciences, 33(5), 742-752 (2020-02-15)
This study investigated the effects of vitamin A (VA) supplementation during late-stage pregnancy on longissimus dorsi muscle tissue development, birth traits, and growth performance of postnatal Korean native calves. In the preliminary experiment, twenty-six pregnant cattle (initial body weight [BW]
Hormones and Vitamins in Cancer Treatment, 247-247 (1990)
Changes in the composition of yak colostrum during the first week of lactation
Mi JD, et al.
Journal of Dairy Science, 99(1), 818-824 (2016)
Using an adherent cell culture of the mouse subependymal zone to study the behavior of adult neural stem cells on a single-cell level
Ortega F, et al.
Nature Protocols, 6(12), 1847-1847 (2011)
Natalia Cernicchiaro et al.
Foodborne pathogens and disease, 7(9), 1071-1081 (2010-05-27)
Alteration of the gastro-intestinal tract through manipulation of cattle diets has been proposed as a preharvest control measure to reduce fecal shedding of Escherichia coli O157:H7. The objective of this study was to examine the effects of the energy source's

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