R7882

Sigma-Aldrich

Retinyl acetate

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

Synonym(s):
Vitamin A acetate, Retinol acetate
Empirical Formula (Hill Notation):
C22H32O2
CAS Number:
Molecular Weight:
328.49
Beilstein/REAXYS Number:
1915439
EC Number:
MDL number:
eCl@ss:
34058009
PubChem Substance ID:
NACRES:
NA.75

Quality Level

biological source

synthetic

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

application(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.

Packaging

1, 5 g in glass bottle

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

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 2

Certificate of Analysis

Certificate of Origin

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)
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]...
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)
Fei He et al.
Stem cell research & therapy, 11(1), 163-163 (2020-04-30)
Human embryonic stem cells represent a potentially unlimited source of insulin-producing cells for diabetes therapy. While tremendous progress has been made in directed differentiation of human embryonic stem cells into IPCs in vitro, the mechanisms controlling its differentiation and function...
Articles
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, apoptosis, and embryonic development.
Read More
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, apoptosis, and embryonic development.
Read More

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