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87809

Sigma-Aldrich

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:
7069-42-3
Molecular Weight:
342.51
Beilstein:
2475675
EC Number:
230-363-2
MDL number:
MFCD00129785
UNSPSC Code:
12352205
eCl@ss:
34058020
PubChem Substance ID:
57653182
NACRES:
NA.79

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

SMILES string

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

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+

InChI key

SFRPDSKECHTFQA-ONOWFSFQSA-N

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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.

Unit Definition

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

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H360,H413

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

Flash Point(F)

262.4 °F - closed cup

Flash Point(C)

128 °C - closed cup

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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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.
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
Joseph R Kaczvinsky et al.
Journal of cosmetic dermatology, 8(3), 228-233 (2009-09-09)
The periorbital area is a key wrinkle-prone region, where the first signs of aging usually appear. To demonstrate the ability of new anti-aging moisturizing products to improve overall smoothness and wrinkle depth appearance in the periorbital region via the Fast
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)
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
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