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
CAS Number	79-81-2 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:17616;
ChEMBL	ChEMBL1675 ;
ChemSpider	10618934 ;
ECHA InfoCard	100.001.117
KEGG	D00164;
PubChem CID	5280531;
UNII	1D1K0N0VVC ;
CompTox Dashboard (EPA)	DTXSID1021241 ;
	InChI 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+ Key: SLCSFDSJAUMVCI-UQEJEMEYSA-N ; 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;
	SMILES CC1(C)CCCC(\C)=C1\C=C\C(\C)=C\C=C\C(\C)=C\C(=O)OC(=O)CCCCCCCCCCCCCCC;
Properties
Chemical formula	C36H60O2
Molar mass	524.86 g/mol
Solubility in water	In water, ethanol and ethers
Hazards
NFPA 704 (fire diamond)	0 1 0
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

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]

^ William M. Haynes (2014–2015). CRC Handbook of Chemistry and Physics (95th ed.). CRC Press. p. 622. ISBN 978-1-4822-08672..
^ 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.
^ "The Top 300 of 2021". ClinCalc. Archived from the original on 15 January 2024. Retrieved 14 January 2024.
^ "Vitamin A - Drug Usage Statistics". ClinCalc. Retrieved 14 January 2024.

[1] William M. Haynes (2014–2015). CRC Handbook of Chemistry and Physics (95th ed.). CRC Press. p. 622. ISBN 978-1-4822-08672..

[pmid23625372-2] 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.

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