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Merck
CN

87809

Retinyl propionate

≥98.0% (sum of isomers, HPLC), ~2500 U/mg

Synonym(s):

Vitamin A propionate

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About This Item

Empirical Formula (Hill Notation):
C23H34O2
CAS Number:
Molecular Weight:
342.51
NACRES:
NA.79
PubChem Substance ID:
eCl@ss:
34058020
UNSPSC Code:
12352205
EC Number:
230-363-2
MDL number:
Beilstein/REAXYS Number:
2475675
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InChI key

SFRPDSKECHTFQA-ONOWFSFQSA-N

InChI

1S/C23H34O2/c1-7-22(24)25-17-15-19(3)11-8-10-18(2)13-14-21-20(4)12-9-16-23(21,5)6/h8,10-11,13-15H,7,9,12,16-17H2,1-6H3/b11-8+,14-13+,18-10+,19-15+

SMILES string

CCC(=O)OC\C=C(C)\C=C\C=C(C)\C=C\C1=C(C)CCCC1(C)C

biological source

synthetic

assay

≥98.0% (sum of isomers, HPLC)

form

liquid

specific activity

~2500 U/mg

contains

BHT as stabilizer

impurities

~5% cis-isomers

color

green-yellow to very dark green-yellow, yellow to very dark yellow

storage temp.

2-8°C

Quality Level

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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 propionate has been used to determine its effects on performance, egg quality, serum and egg oxidative status and vitamin A levels in laying quails.

Biochem/physiol Actions

Retinyl esters provide pools of vitamin A that are converted into retinol and other retinoids as needed. Retinyl propionate is used in various formulations to control wrinkles.

Other Notes

1 international unit according to PH EUR II, 217 (1983)

pictograms

Health hazard

signalword

Danger

hcodes

Hazard Classifications

Aquatic Chronic 4 - Repr. 1B

Storage Class

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

wgk

WGK 2

flash_point_f

262.4 °F - closed cup

flash_point_c

128 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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J J J Fu et al.
The British journal of dermatology, 162(3), 647-654 (2010-04-09)
Tretinoin is considered the benchmark prescription topical therapy for improving fine facial wrinkles, but skin tolerance issues can affect patient compliance. In contrast, cosmetic antiwrinkle products are well tolerated but are generally presumed to be less efficacious than tretinoin. To
Effect of retinol and retinol esters on performance, egg quality, and blood and egg vitamin A levels in laying quails
Ilhan M and BULBUL T
Turkish Journal of Veterinary and Animal Sciences, 40(5), 590-597 (2016)
Retinyl propionate and climbazole combination demonstrates clinical improvement to the appearance of hyperpigmentation and deep wrinkling with minimal irritation
Hawkins S, et al.
International Journal of Cosmetic Science, 39(6), 589-599 (2017)
C Green et al.
Clinical and experimental dermatology, 23(4), 162-167 (1999-01-23)
The clinical and histological effects of retinyl propionate cream (a retinyl ester) on extrinsic skin ageing (photo-ageing) in man were assessed in a double-blind randomized placebo-controlled study of 80 subjects, individual parameters of this being assessed for each treatment site
S Donoghue et al.
The Journal of nutrition, 115(12), 1562-1571 (1985-12-01)
Twelve ewes were fed retinyl propionate equivalent to 12,000 micrograms retinol/kg body weight per day for the last two trimesters of pregnancy (group fed high vitamin A). Four ewes received a control level of 120 micrograms/kg body weight per day.

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