U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C23H34O2
Molecular Weight 342.5149
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 4
Charge 0

SHOW SMILES / InChI
Structure of RETINYL PROPIONATE

SMILES

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

InChI

InChIKey=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+

HIDE SMILES / InChI

Molecular Formula C23H34O2
Molecular Weight 342.5149
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 4
Optical Activity NONE

Retinyl propionate is a synthetic derivative of a Vitamin A. Upon topical application, retinyl propionate is hydrolyzed by esterases to retinol, which is ultimately converted to retinoic acid. In mouse models, retinyl propionate induced epidermal thickening in mouse tail and promoted collagen formation in UV-irradiated mice. These results encouraged clinical trials of retinyl palmitate against photoaging. Topical retinyl propionate cream (0.15%) did not demonstrate any statistically significant improvement over placebo, but in later studies of combinations of retinyl propionate with climbazole or niacinamide improvements in the appearance of fine lines, wrinkles and age spots were demonstrated.

Approval Year

PubMed

PubMed

TitleDatePubMed
Substance Class Chemical
Created
by admin
on Fri Dec 15 19:43:08 UTC 2023
Edited
by admin
on Fri Dec 15 19:43:08 UTC 2023
Record UNII
32JK994WMC
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
RETINYL PROPIONATE
INCI  
INCI  
Official Name English
ALL-(E)-RETINOL PROPIONATE [WHO-IP]
Common Name English
Retinol propionate [WHO-DD]
Common Name English
RETINYL PROPIONATE [INCI]
Common Name English
RETINOL, PROPIONATE, ALL-TRANS-
Common Name English
RETINOL PROPIONATE
WHO-DD  
Common Name English
VITAMIN A PROPIONATE 2.5 MIO IU/G
Brand Name English
VITAMIN A PROPIONATE
Common Name English
RETINOL, 15-PROPANOATE
Common Name English
Code System Code Type Description
MESH
C055385
Created by admin on Fri Dec 15 19:43:08 UTC 2023 , Edited by admin on Fri Dec 15 19:43:08 UTC 2023
PRIMARY
RXCUI
1356759
Created by admin on Fri Dec 15 19:43:08 UTC 2023 , Edited by admin on Fri Dec 15 19:43:08 UTC 2023
PRIMARY RxNorm
CAS
7069-42-3
Created by admin on Fri Dec 15 19:43:08 UTC 2023 , Edited by admin on Fri Dec 15 19:43:08 UTC 2023
PRIMARY
ECHA (EC/EINECS)
230-363-2
Created by admin on Fri Dec 15 19:43:08 UTC 2023 , Edited by admin on Fri Dec 15 19:43:08 UTC 2023
PRIMARY
EPA CompTox
DTXSID701019851
Created by admin on Fri Dec 15 19:43:08 UTC 2023 , Edited by admin on Fri Dec 15 19:43:08 UTC 2023
PRIMARY
FDA UNII
32JK994WMC
Created by admin on Fri Dec 15 19:43:08 UTC 2023 , Edited by admin on Fri Dec 15 19:43:08 UTC 2023
PRIMARY
WHO INTERNATIONAL PHARMACOPEIA
RETINYL PROPIONATE
Created by admin on Fri Dec 15 19:43:08 UTC 2023 , Edited by admin on Fri Dec 15 19:43:08 UTC 2023
PRIMARY Description: A yellow to brownish yellow, oily liquid. Solubility: Practically insoluble in water; soluble or partly soluble in dehydrated ethanol R; miscible with organic solvents. Category: Vitamin. Storage: The oily form of Retinol concentrate should be kept in a well-closed and well-filled container, protected from light. Oncethe container has been opened its contents should be used as soon as possible; any part of the contents not used at once should be protected by an atmosphere of inert gas. Labelling. The designation on the container should state the name of the retinol ester or esters, and their quantities expressed asthe content of vitamin A in International Units (IU) per gram, whether any stabilizing agents are added and their quantities, as well as the method of restoring the solution if partial crystallization has occurred. Additional information: Even in the absence of light the oily form of Retinol concentrate is gradually degraded on exposure to ahumid atmosphere, the decomposition being faster at higher temperatures. Partial crystallization may occur in concentrated solutions and upon refrigeration.
DAILYMED
32JK994WMC
Created by admin on Fri Dec 15 19:43:08 UTC 2023 , Edited by admin on Fri Dec 15 19:43:08 UTC 2023
PRIMARY
SMS_ID
300000018733
Created by admin on Fri Dec 15 19:43:08 UTC 2023 , Edited by admin on Fri Dec 15 19:43:08 UTC 2023
PRIMARY
PUBCHEM
6394572
Created by admin on Fri Dec 15 19:43:08 UTC 2023 , Edited by admin on Fri Dec 15 19:43:08 UTC 2023
PRIMARY