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CHEBI:17616 - all-trans-retinyl palmitate

Default Structure
ChEBI IDCHEBI:17616
ChEBI Nameall-trans-retinyl palmitate
Stars
ASCII Nameall-trans-retinyl palmitate
DefinitionAn 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.
Secondary ChEBI IDsCHEBI:8819, CHEBI:12784, CHEBI:26542
Last Modified28 July 2021
DownloadsMolfile
FormulaC36H60O2
Net Charge0
Average Mass524.874
Monoisotopic Mass524.45933
SMILESCCCCCCCCCCCCCCCC(=O)OC/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CCCC1(C)C
InChIInChI=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+
InChIKeyVYGQUTWHTHXGQB-FFHKNEKCSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Escherichia coli (ncbitaxon:562) - PubMed (33202630)
Homo sapiens (ncbitaxon:9606) blood (UBERON:0000178) PubMed (17009166)
Roles Classification
Chemical Roles:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Roles:
human xenobiotic metabolite  Any human metabolite produced by metabolism of a xenobiotic compound in humans.
Escherichia coli metabolite  Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
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.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
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  Source
(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)nona-2,4,6,8-tetraenyl hexadecanoateChEBI
(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8,tetraenyl hexadecanoic acid esterLIPID MAPS
all-trans-retinol palmitateChemIDplus
all-trans-retinyl palmitateKEGG COMPOUND
O15-hexadecanoylretinolChEBI
trans-retinol palmitateHMDB
Brand Names  Source
AfaxinChemIDplus
AlphalinChemIDplus
Aquasol AChemIDplus
ArovitChemIDplus
Chocola AChemIDplus
Optovit-AChemIDplus
UniProt Name  Source
all-trans-retinyl hexadecanoateUniProt
Manual XrefsDatabases
4197DrugCentral
4444162ChemSpider
C02588KEGG COMPOUND
CHOCOLA_AMetaCyc
D00164KEGG DRUG
DBSALT000855DrugBank
FDB030671FooDB
HMDB0003648HMDB
LMPR01090013LIPID MAPS
Retinyl_palmitateWikipedia
Registry NumbersSources
Reaxys:1917366Reaxys
CAS:79-81-2NIST Chemistry WebBook
CAS:79-81-2ChemIDplus
Citations