CHEBI:17616 - all-trans-retinyl palmitate

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name all-trans-retinyl palmitate
ChEBI ID CHEBI:17616
ChEBI ASCII Name all-trans-retinyl palmitate
Definition An all-trans-retinyl ester obtained by formal condensation of the carboxy group of palmitic (hexadecanoic acid) with the hydroxy group of all-trans-retinol. It is used in cosmetic products to treat various skin disorders such as acne, skin aging, wrinkles, dark spots, and also protect against psoriasis.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:8819, CHEBI:12784, CHEBI:26542
Supplier Information
Download Molfile XML SDF
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C36H60O2
Net Charge 0
Average Mass 524.86040
Monoisotopic Mass 524.45933
InChI InChI=1S/C36H60O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-25-35(37)38-30-28-32(3)23-20-22-31(2)26-27-34-33(4)24-21-29-36(34,5)6/h20,22-23,26-28H,7-19,21,24-25,29-30H2,1-6H3/b23-20+,27-26+,31-22+,32-28+
InChIKey VYGQUTWHTHXGQB-FFHKNEKCSA-N
SMILES CCCCCCCCCCCCCCCC(=O)OC\C=C(C)\C=C\C=C(C)\C=C\C1=C(C)CCCC1(C)C
Metabolite of Species Details
Escherichia coli (NCBI:txid562) See: PubMed
Homo sapiens (NCBI:txid9606) Found in blood (UBERON:0000178). See: PubMed
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
(via retinyl palmitate )
Biological Role(s): Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
human xenobiotic metabolite
Any human metabolite produced by metabolism of a xenobiotic compound in humans.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via vitamin A )
fat-soluble vitamin (role)
Any vitamin that dissolves in fats and are stored in body tissues. Unlike the water-soluble vitamins, they are stored in the body for long periods of time and generally pose a greater risk for toxicity when consumed in excess.
(via vitamin A )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing all-trans-retinyl palmitate (CHEBI:17616) has functional parent all-trans-retinol (CHEBI:17336)
all-trans-retinyl palmitate (CHEBI:17616) has role Escherichia coli metabolite (CHEBI:76971)
all-trans-retinyl palmitate (CHEBI:17616) has role antioxidant (CHEBI:22586)
all-trans-retinyl palmitate (CHEBI:17616) has role human xenobiotic metabolite (CHEBI:76967)
all-trans-retinyl palmitate (CHEBI:17616) is a all-trans-retinyl ester (CHEBI:63410)
all-trans-retinyl palmitate (CHEBI:17616) is a retinyl palmitate (CHEBI:15040)
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
Synonyms Sources
(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)nona-2,4,6,8-tetraenyl hexadecanoate ChEBI
(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8,tetraenyl hexadecanoic acid ester LIPID MAPS
all-trans-retinol palmitate ChemIDplus
all-trans-retinyl hexadecanoate UniProt
all-trans-retinyl palmitate KEGG COMPOUND
O15-hexadecanoylretinol ChEBI
retinol hexadecanoate ChemIDplus
retinol palmitate KEGG COMPOUND
retinyl hexadecanoate ChemIDplus
retinyl palmitate KEGG COMPOUND
trans-retinol palmitate HMDB
trans-retinyl palmitate HMDB
vitamin A palmitate KEGG COMPOUND
Brand Names Sources
Afaxin ChemIDplus
Alphalin ChemIDplus
Aquasol A ChemIDplus
Arovit ChemIDplus
Chocola A ChemIDplus
Optovit-A ChemIDplus
Manual Xrefs Databases
4197 DrugCentral
4444162 ChemSpider
C02588 KEGG COMPOUND
CHOCOLA_A MetaCyc
D00164 KEGG DRUG
DBSALT000855 DrugBank
FDB030671 FooDB
HMDB0003648 HMDB
LMPR01090013 LIPID MAPS
Retinyl_palmitate Wikipedia
View more database links
Registry Numbers Types Sources
1917366 Reaxys Registry Number Reaxys
79-81-2 CAS Registry Number ChemIDplus
79-81-2 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
11236082 PubMed citation Europe PMC
16149731 PubMed citation Europe PMC
23290361 PubMed citation Europe PMC
23651513 PubMed citation Europe PMC
23945125 PubMed citation Europe PMC
24657715 PubMed citation Europe PMC
24998947 PubMed citation Europe PMC
26224426 PubMed citation Europe PMC
29025343 PubMed citation Europe PMC
29363259 PubMed citation Europe PMC
29412915 PubMed citation Europe PMC
29571474 PubMed citation Europe PMC
30031321 PubMed citation Europe PMC
30316701 PubMed citation Europe PMC
30551390 PubMed citation Europe PMC
30972178 PubMed citation Europe PMC
31369745 PubMed citation Europe PMC
32353979 PubMed citation Europe PMC
32846153 PubMed citation Europe PMC
33202630 PubMed citation Europe PMC
33290311 PubMed citation Europe PMC
33621371 PubMed citation Europe PMC
33658762 PubMed citation Europe PMC
8157860 PubMed citation Europe PMC
8359391 PubMed citation Europe PMC
9125314 PubMed citation Europe PMC
9380354 PubMed citation Europe PMC
Last Modified
28 July 2021