Retinyl palmitate

Retinyl palmitate
Names
IUPAC name
Retinyl hexadecanoate
Systematic IUPAC name
(2E,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-yl hexadecanoate
Other names
Retinol palmitate
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.001.117 Edit this at Wikidata
KEGG
UNII
  • InChI=1S/C36H58O3/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-25-34(37)39-35(38)29-31(3)23-20-22-30(2)26-27-33-32(4)24-21-28-36(33,5)6/h20,22-23,26-27,29H,7-19,21,24-25,28H2,1-6H3/b23-20+,27-26+,30-22+,31-29+ checkY
    Key: SLCSFDSJAUMVCI-UQEJEMEYSA-N checkY
  • InChI=1/C36H58O3/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-25-34(37)39-35(38)29-31(3)23-20-22-30(2)26-27-33-32(4)24-21-28-36(33,5)6/h20,22-23,26-27,29H,7-19,21,24-25,28H2,1-6H3/b23-20+,27-26+,30-22+,31-29+
    Key: SLCSFDSJAUMVCI-UQEJEMEYBQ
  • CC1(C)CCCC(\C)=C1\C=C\C(\C)=C\C=C\C(\C)=C\C(=O)OC(=O)CCCCCCCCCCCCCCC
Properties
C36H60O2
Molar mass 524.86 g/mol
In water, ethanol and ethers[1]
Hazards
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 0: Exposure under fire conditions would offer no hazard beyond that of ordinary combustible material. E.g. sodium chlorideFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
0
1
0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Retinyl palmitate, or vitamin A palmitate, is the ester of retinol (vitamin A) and palmitic acid, with formula C36H60O2. It is the most abundant form of vitamin A storage in animals.[2]

An alternate spelling, retinol palmitate, which violates the -yl organic chemical naming convention for esters, is also frequently seen.

In 2021, vitamin A was the 298th most commonly prescribed medication in the United States, with more than 500,000 prescriptions.[3][4]

  1. ^ William M. Haynes (2014–2015). CRC Handbook of Chemistry and Physics (95th ed.). CRC Press. p. 622. ISBN 978-1-4822-08672..
  2. ^ O'Byrne, SM; Blaner, WS (July 2013). "Retinol and retinyl esters: biochemistry and physiology". Journal of Lipid Research. 54 (7): 1731–43. doi:10.1194/jlr.R037648. PMC 3679378. PMID 23625372.
  3. ^ "The Top 300 of 2021". ClinCalc. Archived from the original on 15 January 2024. Retrieved 14 January 2024.
  4. ^ "Vitamin A - Drug Usage Statistics". ClinCalc. Retrieved 14 January 2024.