CHEBI:138725 - 9-cis-retinyl hexadecanoate

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 9-cis-retinyl hexadecanoate
ChEBI ID CHEBI:138725
ChEBI ASCII Name 9-cis-retinyl hexadecanoate
Definition A retinyl palmitate obtained by formal condensation of the carboxy group of hexadecanoic acid with the hydroxy group of 9-cis-retinol.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Nevila Nouspikel
Supplier Information ZINC000072400391
Download Molfile XML SDF
Formula C36H60O2
Net Charge 0
Average Mass 524.862
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-UMNZIDCRSA-N
SMILES C1CCC(=C(\C=C\C(=C/C=C/C(=C/COC(CCCCCCCCCCCCCCC)=O)/C)\C)C1(C)C)C
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
(via retinyl palmitate )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 9-cis-retinyl hexadecanoate (CHEBI:138725) has functional parent 9-cis-retinol (CHEBI:78272)
9-cis-retinyl hexadecanoate (CHEBI:138725) is a 9-cis-retinyl ester (CHEBI:195360)
9-cis-retinyl hexadecanoate (CHEBI:138725) is a retinyl palmitate (CHEBI:15040)
IUPAC Names
(2E,4E,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-yl hexadecanoate
(9cis)-O15-hexadecanoylretinol
Synonyms Sources
9-cis-retinyl hexadecanoate UniProt
9-cis-retinyl palmitate SUBMITTER
Citation
Kaylor JJ, Cook JD, Makshanoff J, Bischoff N, Yong J, Travis GH (2014)
Identification of the 11-cis-specific retinyl-ester synthase in retinal Müller cells as multifunctional O-acyltransferase (MFAT).
Proceedings of the National Academy of Sciences of the United States of America 111, 7302-7307 (Source: SUBMITTER) [PubMed:24799687]
[show Abstract]
Last Modified
15 January 2018